[ CAS No. 769195-26-8 ] {[proInfo.proName]}

Name: 769195-26-8|Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate|97%
Brand: Ambeed
SKU: A137850
Price: 5.0 USD
Availability: InStock
Rating: 96 (29 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 769195-26-8

Structure of 769195-26-8 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 769195-26-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 769195-26-8 ]

SDS Specification

Alternatived Products of [ 769195-26-8 ]

Product Details of [ 769195-26-8 ]

CAS No. :	769195-26-8	MDL No. :	MFCD09833197
Formula :	C₁₁H₉F₃O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XDQLWVSUKUDAEO-UHFFFAOYSA-N
M.W :	246.18	Pubchem ID :	29942605
Synonyms :

Calculated chemistry of [ 769195-26-8 ]

Physicochemical Properties

Num. heavy atoms :	17
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.27
Num. rotatable bonds :	5
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	51.99
TPSA :	43.37 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.47 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.01
Log Po/w (XLOGP3) :	1.87
Log Po/w (WLOGP) :	3.04
Log Po/w (MLOGP) :	2.83
Log Po/w (SILICOS-IT) :	3.64
Consensus Log Po/w :	2.68

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.48
Solubility :	0.823 mg/ml ; 0.00334 mol/l
Class :	Soluble
Log S (Ali) :	-2.4
Solubility :	0.975 mg/ml ; 0.00396 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.08
Solubility :	0.0207 mg/ml ; 0.0000839 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.12

Safety of [ 769195-26-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 769195-26-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 769195-26-8 ]
Downstream synthetic route of [ 769195-26-8 ]

[ 769195-26-8 ] Synthesis Path-Upstream 1~10

1
[ 38330-80-2 ]
[ 209995-38-0 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
83%	Stage #1: With triethylamine In acetonitrile at 30 - 50℃; for 8.3 h; Stage #2: With 1,1'-carbonyldiimidazole In acetonitrile at 30℃; for 3.5 h;	Step-1: Preparation of Methyl 4-(2,4,5-trifluorophenyl)-3-oxobutanoate (Formula III)Monomethylmalonate potassium salt (MMMKS; 122.8 g), triethylamine (264 ml) and acetonitrile (1200 ml) were charged to a 3L round bottom flask (RBF) fitted with condenser, nitrogen inlet, thermometer pocket and overhead stirrer. MgCl2 (65.2 g) was added lot- wise to the above mixture over a period of 15-20 min at 30°C and the mixture was stirred for 10 min. The reaction mixture was heated to 50°C for 8 h at same temperature. After 8 hours, the reaction mixture was cooled to 30°C and marked as Part A. Ι, -carbonyldiimidazole (CDI) (1 10 g) and acetonitrile (250 ml) were charged to a 2L RBF fitted with nitrogen inlet, thermometer pocket, addition funnel and overhead stirrer. To this, a solution of 2,4,5-trifluorophenyl acetic acid (100 g) in acetonitrile (600 ml) was added slowly over a period of a 30 min at 30 °C and the reaction mixture was stirred at 30 °C for 3 h. This solution was marked as part B.The Part B solution was added drop-wise to part-A slurry over a period of 2 hour at 30 °C and the mixture was stirred. The progress of the reaction was monitored by TLC (Mobile phase: n-Hexane: ethyl acetate; 50:50). After 12 h, TLC analysis indicated <5percent of un-reacted starting material. The reaction mixture was concentrated under reduced pressure at 50-55°C to get a thick slurry. To this, water (1000 ml) was added and the mixture was cooled to 10-15°C and cone. HC1 (220.6 ml) was added slowly, below 20°C. MTBE (700 ml) was added to the mixture and the mixture was stirred for 30 min. The layers were separated and the aqueous layer was extracted with MTBE (200 ml). The combined organic layers were washed with 7 percent aqueous NaHC03 solution (400 ml) followed by washing with brine (200 ml). The organic layer was dried over sodium sulphate and concentrated under vacuum at 50°C to get an oil (120 g). The obtained oil was diluted with isopropyl alcohol (400 ml) and cooled to 20°C. To this water (800 ml) was added slowly over a period of 4 hours at 18-20°C. The slurry was then stirred for 4 hours and filtered. The obtained cake was washed with water (100 ml) and then suck dried to obtain free solid of titled product.Yield: 115 g (83 percent); m.p.: 37-39°C; HPLC Purity : > 95 percent.H NMR (CDCI₃): 3.64 (s, 3H), 3.75 (s, 2H), 3.85 (s, 2H), 6.88-7.11 (m, 2H).Mass spectrum: 247 [M+l] ⁺.
83%	Stage #1: With triethylamine; magnesium chloride In acetonitrile at 30 - 50℃; Inert atmosphere Stage #2: With 1,1'-carbonyldiimidazole In acetonitrile at 30℃; for 5.5 h; Inert atmosphere	Example 1 Step-1 Preparation of Methyl 4-(2,4,5-trifluorophenyl)-3-oxobutanoate (Formula III) [0156] Monomethylmalonate potassium salt (MMMKS; 122.8 g), triethylamine (264 ml) and acetonitrile (1200 ml) were charged to a 3 L round bottom flask (RBF) fitted with condenser, nitrogen inlet, thermometer pocket and overhead stirrer. MgCl₂(65.2 g) was added lot-wise to the above mixture over a period of 15-20 min at 30° C. and the mixture was stirred for 10 min. The reaction mixture was heated to 50° C. for 8 h at same temperature. After 8 hours, the reaction mixture was cooled to 30° C. and marked as Part A. 1,1′-carbonyldiimidazole (CDI) (110 g) and acetonitrile (250 ml) were charged to a 2 L RBF fitted with nitrogen inlet, thermometer pocket, addition funnel and overhead stirrer. To this, a solution of 2,4,5-trifluorophenyl acetic acid (100 g) in acetonitrile (600 ml) was added slowly over a period of a 30 min at 30° C. and the reaction mixture was stirred at 30° C. for 3 h. This solution was marked as part B. [0157] The Part B solution was added drop-wise to part-A slurry over a period of 2 hour at 30° C. and the mixture was stirred. The progress of the reaction was monitored by TLC (Mobile phase: n-Hexane: ethyl acetate; 50:50). After 12 h, TLC analysis indicated <5percent of un-reacted starting material. The reaction mixture was concentrated under reduced pressure at 50-55° C. to get a thick slurry. To this, water (1000 ml) was added and the mixture was cooled to 10-15° C. and conc. HCl (220.6 ml) was added slowly, below 20° C. MTBE (700 ml) was added to the mixture and the mixture was stirred for 30 min. The layers were separated and the aqueous layer was extracted with MTBE (200 ml). The combined organic layers were washed with 7percent aqueous NaHCO₃solution (400 ml) followed by washing with brine (200 ml). The organic layer was dried over sodium sulphate and concentrated under vacuum at 50° C. to get an oil (120 g). The obtained oil was diluted with isopropyl alcohol (400 ml) and cooled to 20° C. To this water (800 ml) was added slowly over a period of 4 hours at 18-20° C. The slurry was then stirred for 4 hours and filtered. The obtained cake was washed with water (100 ml) and then suck dried to obtain free solid of titled product. [0158] Yield: 115 g (83percent); m.p.: 37-39° C.; HPLC Purity: ≧95percent. [0159] ¹H NMR (CDCl₃): 3.64 (s, 3H), 3.75 (s, 2H), 3.85 (s, 2H), 6.88-7.11 (m, 2H). [0160] Mass spectrum: 247[M+1]⁺.

Reference： [1] Tetrahedron Asymmetry, 2006, vol. 17, # 2, p. 205 - 209
[2] Patent: WO2012/25944, 2012, A2, . Location in patent: Page/Page column 29-30
[3] Patent: US2013/158265, 2013, A1, . Location in patent: Paragraph 0156; 0157; 0158; 0159; 0160

2
[ 1176895-65-0 ]
[ 96-32-2 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
91%	Stage #1: With iodine; magnesium In tetrahydrofuran at 45 - 50℃; Inert atmosphere Stage #2: With copper(l) iodide In tetrahydrofuran at -20 - 5℃; Inert atmosphere	Synthesis of Grignard reagent (1) Mix 50 g of methyl bromoacetate with 200 ml of tetrahydrofuran and stir until clear. spare.(2) In a 1 L glass flask, 8.6 g of magnesium turnings and 200 ml of tetrahydrofuran are sequentially added, and the mixture is stirred thoroughly to start mixing;The flask was filled with nitrogen gas was isolated, 10ml of methyl bromoacetate tetrahydrofuran solution into the flask, heatWarmed to 45-50°C ; to reach the specified temperature, stop stirring, adding 0.5g elemental iodine, triggering the reaction, the bottom of the system gasBubble overflow. To be a large number of bubbles overflow, stir slowly start to stir the system from dark red to colorless and transparent, the systemTemperature is significantly increased. After the initiation of normal speed recovery, and began dropping the remaining methyl bromoacetate tetrahydrofuran solution, bodyThe temperature is maintained at a slight reflux (about 40-45 ° C) for about 1-1.5 hours and the addition is complete. After the drop was completed micro-reflux reversedShould be 2 hours, End of the reaction to give a Grignard reagent (2-2), spare. Synthesis of methyl 2,4,5-trifluorophenylacetoacetate (1) The prepared grignard reagent (2-2) was cooled to 0-5 ° C, 12.4g of cuprous iodide was added to the flask, and further cooled to -20--15 ° C.(2) 75 g of 2- (2,4,5-trifluorophenyl) acetyl chloride was mixed in 200 ml of tetrahydrofuran for use.(3) After reaching the specified temperature,A solution of 2- (2,4,5-trifluorophenyl) acetyl chloride in tetrahydrofuran was slowly added dropwise and the temperature was raised well before the dropwise addition. The reaction was controlled at -15 - -20 ° C. Did not increase the latter part of the heating temperature was about 2-2.5 hours was added dropwise, the solution is yellow-green. After the addition was completed, the mixture was stirred for 2 hours. Stop cooling, naturally warmed to room temperature, stirring was continued for 12 hours. Remove nitrogen protection,Open the stopper, the flask was added 70ml concentrated hydrochloric acid and 210ml of pure water mixed solution,System temperature has significantly increased and the bubble overflow, appropriate heating up to 30-40°C ,Fully stirred (about 3h) to the system the remaining consumption of magnesium shaving to give a yellow clear solution.Stop stirring, static stratification, collecting the upper organic phase,The aqueous phase was extracted twice more with 200 ml of ethyl acetate, the organic phases were combined,The solvent was distilled off under reduced pressure at 55-60 ° C. Fast dry, add the right amount of anhydrous ethanol with dry,Concentration will be iodine was brought out, the color of concentrated solution.300ml absolute ethanol was drawn into the rotary flask, mixed well, drawn into a 2L reactor,Open heat to 50-60°C , incubated for 30 minutes. Stop heating900ml of pure water was poured into the reaction vessel, and the system was dispersed for about 10 minutes.Stir for 30 minutes. Filter, filter cake washed with pure water. Drum air at 55-60 ° C for 24 hours.60.7 g of a white solid was obtained. Yield: 91percent, purity: 99.1percent.

Reference： [1] Patent: CN107311862, 2017, A, . Location in patent: Paragraph 0034; 0038-0048

3
[ 209995-38-0 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
77.3%	Stage #1: With 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃; Stage #2: at 20℃; for 24 h;	Example 1 - Methyl 4- (2, 4, 5-trifluorophenyl) acetoacetateacid (42.2g, 222 mmol) in THF (400 mL) was added 1,1'- carbonyldiimidazole (39.5g, 244 mmol) in portions at 0 ⁰C. The mixture was warmed to room temperature for Ih, stirred at room temperature for another 1 h, and transferred to another flask containing 1.1 equivalent of methyl malonic acid magnesium salt. The stirring was continued for 24 h and quenched with IN HCl. The mixture was extracted with dichloromethane and the organic phase was washed with saturated sodium bicarbonate, then brine, then dried over sodium sulfate, filtered and evaporated. The residue was crystallized from isopropanol/water to give 42.2g (77.3percent) of off-white solid. ¹H NMR (300 MHz, CDCl₃) 7.10-6.90 (m, 2H), 3.85 (s, 2H), 3.78 (s, 3H), 3.55 (s, 2H)

Reference： [1] Patent: WO2010/78440, 2010, A1, . Location in patent: Page/Page column 17

4
[ 764667-64-3 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
85%	at 60 - 63℃;	Methyl 4-(2.4.5-trifluorophenyl)acetoacetate (21)Meldrum's adduct (500.0 gm, 1.58 mol) (19) was charged in methanol (10.0 vol, 5.0 Ltr) at 25-30°C and the partially clear solution was refluxed at 60-63⁰C for 3-4 hours. After 3-4 hours refluxing, the methanol was completely distilled under reduced pressure at 45-50⁰C to give a pale yellow coloured residue. The pale yellow coloured residue was further treated with 5percent sodium carbonate solution (10.0 vol, 5.0 Ltr) to adjust the pH to 7-8. After pH adjustment, the product was extracted in dichloromethane (2 x 10.0 vol, 2 x 5.0 Ltr). The combined dichloromethane layers were further washed with water (3 x 2.5 vol, 3 x 1.25 Ltr). The dichloromethane was distilled under reduced pressure to give a pale yellow coloured oily product. Molar Yield: 85-90percent (350.0 gm)Chemical Purity: 93-95percent (as measured by HPLC)

Reference： [1] Patent: WO2010/131025, 2010, A1, . Location in patent: Page/Page column 26
[2] Patent: WO2012/42534, 2012, A2, . Location in patent: Page/Page column 27

5
[ 1253056-13-1 ]
[ 769195-26-8 ]

Reference： [1] Patent: WO2010/122578, 2010, A2, . Location in patent: Page/Page column 65

6
[ 67-56-1 ]
[ 764667-64-3 ]
[ 769195-26-8 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2622 - 2628
[2] Patent: US2012/108598, 2012, A1, . Location in patent: Page/Page column 9

7
[ 67-56-1 ]
[ 1253055-91-2 ]
[ 769195-26-8 ]

Reference： [1] Patent: WO2010/122578, 2010, A2, . Location in patent: Page/Page column 44

8
[ 209995-38-0 ]
[ 769195-26-8 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2622 - 2628
[2] Patent: WO2012/42534, 2012, A2,
[3] Patent: US2012/108598, 2012, A1,
[4] Patent: CN107311862, 2017, A,

9
[ 38330-80-2 ]
[ 209995-38-0 ]
[ 769195-26-8 ]

Reference： [1] Tetrahedron Asymmetry, 2006, vol. 17, # 2, p. 205 - 209

10
[ 769195-26-8 ]
[ 654671-77-9 ]

Reference： [1] Patent: US2013/158265, 2013, A1,

[ 769195-26-8 ] Synthesis Path-Downstream 1~70

1
[ 769195-26-8 ]
[ 881995-70-6 ]

Yield	Reaction Conditions	Operation in experiment
89.6%	With ammonium acetate; In methanol; for 4h;Reflux;	A mixture of methyl 4- (2,4,5- trifluorophenyl) acetoacetate from Example 1 (25.0 g, 102mmol) and ammonium acetate (38.5 g, 500 mmol) in methanol (250 ml) was stirred at reflux until the starting material totally disappeared (~ 4 h) . The whole reaction mixture was then concentrated, switched to dichloromethane and filtered. The filtration was washed with water, then brine, then dried over sodium sulfate, filtered and evaporated- ed. The residue oil solidified when hexane was added. The solid was collected by filtration and dried to give 22.4g of the enamine product (89.6%) . 1H NMR (300 MHz, CDCl3) 7.12-7.03 (m, IH), 6.99-6.90 (m, IH), 4.56 (s, IH) 3.65 (s, 3H), 3.40 (s, 2H)
85 - 90%	With ammonium acetate; In methanol; at 60 - 63℃;	Methyl (Z)-3-amino-4-(2.4.5-trifluorophenyl)but-2-enoate (28)The methyl 4-(2,4,5-trifluorophenyl)acetoacetate (350.0 gm, 1.42 mol) (21) and ammonium acetate (6.0 eq, 657.0 gm) were charged in methanol (5.0 vol, 1.75 Ltr) and the solution was refluxed for 5-6 hours at 60-63C. After 5-6 hours refluxing, the methanol was distilled out completely to give a pale yellow coloured residue. The pale yellow coloured residue was further stirred with ethyl acetate (20.0 vol, 7.0 Ltr) at 25-3O0C. The precipitated ammonium acetate was filtered and the ethyl acetate was distilled out completely to give a pale yellow product. The product was further stirred with hexane (10.0 vol, 3.5 Ltr) at 25-30C for 1 hour, filtered and dried under reduced pressure at 45-5O0C for 4-5 hours. Molar Yield: 85-90% (325.0 gm) Chemical Purity: 96-97% (as measured by HPLC)
	With ammonium acetate; In methanol; at 60 - 63℃;	Methyl(Z)-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoate (28) The methyl 4-(2,4,5-trifluorophenyl)acetoacetate (350.0 gm, 1.42 mol) (21) and ammonium acetate (6.0 eq, 657.0 gm) were charged in methanol (5.0 vol, 1.75 Ltr) and the solution was refluxed for 5-6 hours at 60-63 C. After 5-6 hours refluxing, the methanol was distilled out completely to give a pale yellow coloured residue. The pale yellow coloured residue was further stirred with ethyl acetate (20.0 vol, 7.0 Ltr) at 25-30 C. The precipitated ammonium acetate was filtered and the ethyl acetate was distilled out completely to give a pale yellow product. The product was further stirred with hexane (10.0 vol, 3.5 Ltr) at 25-30 C. for 1 hour, filtered and dried under reduced pressure at 45-50 C. for 4-5 hours. Molar Yield: 85-90% (325.0 gm) Chemical Purity: 96-97% (as measured by HPLC)

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 205 - 209
[2]Patent: WO2010/78440,2010,A1 .Location in patent: Page/Page column 17-18
[3]Patent: WO2010/131025,2010,A1 .Location in patent: Page/Page column 26
[4]Patent: US2012/108598,2012,A1 .Location in patent: Page/Page column 9

2
[ 38330-80-2 ]
[ 209995-38-0 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
83%		Step-1: Preparation of Methyl 4-(2,4,5-trifluorophenyl)-3-oxobutanoate (Formula III)Monomethylmalonate potassium salt (MMMKS; 122.8 g), triethylamine (264 ml) and acetonitrile (1200 ml) were charged to a 3L round bottom flask (RBF) fitted with condenser, nitrogen inlet, thermometer pocket and overhead stirrer. MgCl2 (65.2 g) was added lot- wise to the above mixture over a period of 15-20 min at 30C and the mixture was stirred for 10 min. The reaction mixture was heated to 50C for 8 h at same temperature. After 8 hours, the reaction mixture was cooled to 30C and marked as Part A. Iota, -carbonyldiimidazole (CDI) (1 10 g) and acetonitrile (250 ml) were charged to a 2L RBF fitted with nitrogen inlet, thermometer pocket, addition funnel and overhead stirrer. To this, a solution of 2,4,5-trifluorophenyl acetic acid (100 g) in acetonitrile (600 ml) was added slowly over a period of a 30 min at 30 C and the reaction mixture was stirred at 30 C for 3 h. This solution was marked as part B.The Part B solution was added drop-wise to part-A slurry over a period of 2 hour at 30 C and the mixture was stirred. The progress of the reaction was monitored by TLC (Mobile phase: n-Hexane: ethyl acetate; 50:50). After 12 h, TLC analysis indicated <5% of un-reacted starting material. The reaction mixture was concentrated under reduced pressure at 50-55C to get a thick slurry. To this, water (1000 ml) was added and the mixture was cooled to 10-15C and cone. HC1 (220.6 ml) was added slowly, below 20C. MTBE (700 ml) was added to the mixture and the mixture was stirred for 30 min. The layers were separated and the aqueous layer was extracted with MTBE (200 ml). The combined organic layers were washed with 7 % aqueous NaHC03 solution (400 ml) followed by washing with brine (200 ml). The organic layer was dried over sodium sulphate and concentrated under vacuum at 50C to get an oil (120 g). The obtained oil was diluted with isopropyl alcohol (400 ml) and cooled to 20C. To this water (800 ml) was added slowly over a period of 4 hours at 18-20C. The slurry was then stirred for 4 hours and filtered. The obtained cake was washed with water (100 ml) and then suck dried to obtain free solid of titled product.Yield: 115 g (83 %); m.p.: 37-39C; HPLC Purity : > 95 %.H NMR (CDCI3): 3.64 (s, 3H), 3.75 (s, 2H), 3.85 (s, 2H), 6.88-7.11 (m, 2H).Mass spectrum: 247 [M+l] +.
83%		Example 1 Step-1 Preparation of Methyl 4-(2,4,5-trifluorophenyl)-3-oxobutanoate (Formula III) [0156] Monomethylmalonate potassium salt (MMMKS; 122.8 g), triethylamine (264 ml) and acetonitrile (1200 ml) were charged to a 3 L round bottom flask (RBF) fitted with condenser, nitrogen inlet, thermometer pocket and overhead stirrer. MgCl2 (65.2 g) was added lot-wise to the above mixture over a period of 15-20 min at 30 C. and the mixture was stirred for 10 min. The reaction mixture was heated to 50 C. for 8 h at same temperature. After 8 hours, the reaction mixture was cooled to 30 C. and marked as Part A. 1,1?-carbonyldiimidazole (CDI) (110 g) and acetonitrile (250 ml) were charged to a 2 L RBF fitted with nitrogen inlet, thermometer pocket, addition funnel and overhead stirrer. To this, a solution of 2,4,5-trifluorophenyl acetic acid (100 g) in acetonitrile (600 ml) was added slowly over a period of a 30 min at 30 C. and the reaction mixture was stirred at 30 C. for 3 h. This solution was marked as part B. [0157] The Part B solution was added drop-wise to part-A slurry over a period of 2 hour at 30 C. and the mixture was stirred. The progress of the reaction was monitored by TLC (Mobile phase: n-Hexane: ethyl acetate; 50:50). After 12 h, TLC analysis indicated <5% of un-reacted starting material. The reaction mixture was concentrated under reduced pressure at 50-55 C. to get a thick slurry. To this, water (1000 ml) was added and the mixture was cooled to 10-15 C. and conc. HCl (220.6 ml) was added slowly, below 20 C. MTBE (700 ml) was added to the mixture and the mixture was stirred for 30 min. The layers were separated and the aqueous layer was extracted with MTBE (200 ml). The combined organic layers were washed with 7% aqueous NaHCO3 solution (400 ml) followed by washing with brine (200 ml). The organic layer was dried over sodium sulphate and concentrated under vacuum at 50 C. to get an oil (120 g). The obtained oil was diluted with isopropyl alcohol (400 ml) and cooled to 20 C. To this water (800 ml) was added slowly over a period of 4 hours at 18-20 C. The slurry was then stirred for 4 hours and filtered. The obtained cake was washed with water (100 ml) and then suck dried to obtain free solid of titled product. [0158] Yield: 115 g (83%); m.p.: 37-39 C.; HPLC Purity: ?95%. [0159] 1H NMR (CDCl3): 3.64 (s, 3H), 3.75 (s, 2H), 3.85 (s, 2H), 6.88-7.11 (m, 2H). [0160] Mass spectrum: 247[M+1]+.

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 205 - 209
[2]Patent: WO2012/25944,2012,A2 .Location in patent: Page/Page column 29-30
[3]Patent: US2013/158265,2013,A1 .Location in patent: Paragraph 0156; 0157; 0158; 0159; 0160

3
[ 38330-80-2 ]
[ 209995-38-0 ]
[ 769195-26-8 ]
1,3-bis-(2,4,5-trifluoro-phenyl)-propan-2-one [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 205 - 209

4
[ 67-56-1 ]
[ 764667-64-3 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
	at 60 - 63℃;	Methyl 4-(2,4,5-trifluorophenyl)acetoacetate (21) Meldrum's adduct (500.0 gm, 1.58 mol) (19) was charged in methanol (10.0 vol, 5.0 Ltr) at 25-30 C. and the partially clear solution was refluxed at 60-63 C. for 3-4 hours. After 3-4 hours refluxing, the methanol was completely distilled under reduced pressure at 45-50 C. to give a pale yellow coloured residue. The pale yellow coloured residue was further treated with 5% sodium carbonate solution (10.0 vol, 5.0 Ltr) to adjust the pH to 7-8. After pH adjustment, the product was extracted in dichloromethane (210.0 vol, 25.0 Ltr). The combined dichloromethane layers were further washed with water (32.5 vol, 31.25 Ltr). The dichloromethane was distilled under reduced pressure to give a pale yellow coloured oily product. Molar Yield: 85-90% (350.0 gm) Chemical Purity: 93-95% (as measured by HPLC)

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628
[2]Patent: US2012/108598,2012,A1 .Location in patent: Page/Page column 9

5
[ 769195-26-8 ]
methyl 3-amino-4-(2,4,5-trifluorophenyl)but-2-enoate [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

6
[ 769195-26-8 ]
[ 881995-69-3 ]

Yield	Reaction Conditions	Operation in experiment
	With transaminase; pyridoxal 5'-phosphate; isopropylamine; In water; dimethyl sulfoxide; at 45℃; for 8h;Enzymatic reaction;	General procedure: 10ml single neck flask was added 1.1ml 1.83M isopropylamine solution (pH = 8.5), 0.5ml transaminase crude solution (containing 1mM / L of pyridoxal phosphate), containing 0.4ml 100mM / L DMSO solution of different substrates, the reaction was stirred magnetically at 45C for 8h, the conversion of an amino measured by HPLC, and the measurement resultTable1

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628
[2]Tetrahedron Asymmetry,2006,vol. 17,p. 205 - 209
[3]Patent: US2012/108598,2012,A1
[4]Patent: CN107286164,2017,A .Location in patent: Paragraph 0044; 0045; 0046; 0047

7
[ 769195-26-8 ]
[ 881995-73-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628
[2]Tetrahedron Asymmetry,2006,vol. 17,p. 205 - 209
[3]Patent: CN103172539,2016,B

8
[ 769195-26-8 ]
[ 939964-16-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

9
[ 769195-26-8 ]
[ 939964-17-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

10
[ 769195-26-8 ]
[ 939964-18-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

11
[ 769195-26-8 ]
C₁₃H₁₆F₃N₃O*HCl [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

12
[ 769195-26-8 ]
[ 939964-27-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

13
[ 769195-26-8 ]
[ 939964-28-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

14
[ 769195-26-8 ]
[ 939964-29-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

15
[ 769195-26-8 ]
[ 939964-30-4 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

16
[ 769195-26-8 ]
[ 939964-31-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

17
[ 769195-26-8 ]
C₂₀H₂₁F₃N₄O₂*HCl [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

18
[ 769195-26-8 ]
C₂₀H₂₂F₃N₃O₃S*HCl [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

19
[ 769195-26-8 ]
C₂₀H₂₀F₃N₃O₂*HCl [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

20
[ 769195-26-8 ]
KR 64300 [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

21
[ 769195-26-8 ]
KR 64301 [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628

22
[ 769195-26-8 ]
[ 486460-00-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628
[2]Patent: US2012/108598,2012,A1
[3]Patent: CN103172539,2016,B

23
[ 209995-38-0 ]
[ 769195-26-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2622 - 2628
[2]Patent: WO2012/42534,2012,A2
[3]Patent: US2012/108598,2012,A1
[4]Patent: CN107311862,2017,A

24
[ 769195-26-8 ]
methyl (3S)-3-amino-4-(2,4,5-trifluorophenyl)butanoate [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 205 - 209

25
[ 769195-26-8 ]
[ 4248-19-5 ]
[ 1151240-93-5 ]

Yield	Reaction Conditions	Operation in experiment
54.1%	With toluene-4-sulfonic acid; In dichloromethane; at 25℃;Molecular sieve;	A solution of di-tert-butyl dicarbonate (21.82 g, 0.1 mol) in methanol (50 mL) was added to an 8 N solution of ammonia in methanol (50 mL) over a period of 1 hour at O0C. The mixture was stirred at 250C for 15 hours and concentrated in vacuo. Hexane (100 mL) was added, the resulting mixture was stirred at 65C for 30 minutes and cooled to O0C. The precipitate was collected by filtration to give ter/-butyl carbamate as white crystals (10.4 g, 89 %). NMR confirms the structure.[0067] A mixture of 3-oxo-4-(2,4,5-trifluorophenyl)butanoic acid methyl ester (2.46 g, 0.01 mol), tert-butyl carbamate (1.79 g, 0.015 mol), p-toluenesulfonic acid (p-TSA) (0.1 g) and MS-4A (3.0 g) in methylene chloride (20 mL) was stirred overnight at 25C. The <n="17"/>mixture was filtered, evaporated, and purified on silica gel (10 g). The product was crystallized from hexane to give 3-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)but- 2-enoic acid methyl ester as white solid (1.87 g, 54.1 %).1H NMR (CDCl3, delta): 1.43 (s, 9H), 3.66 (s, 3H), 4.06 (s, 2H), 4.68 (s, IH), 6.80-7.20 (m, 2H), 10.40 (s, IH).

Reference： [1]Patent: WO2009/64476,2009,A1 .Location in patent: Page/Page column 15-16

26
[ 769195-26-8 ]
[ 1253056-13-1 ]

Reference： [1]Journal of Chemical Research,2010,p. 230 - 232

27
magnesium monomethyl malonate [ No CAS ]
[ 209995-38-0 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
77.3%		Example 1 - Methyl 4- (2, 4, 5-trifluorophenyl) acetoacetateacid (42.2g, 222 mmol) in THF (400 mL) was added 1,1'- carbonyldiimidazole (39.5g, 244 mmol) in portions at 0 0C. The mixture was warmed to room temperature for Ih, stirred at room temperature for another 1 h, and transferred to another flask containing 1.1 equivalent of methyl malonic acid magnesium salt. The stirring was continued for 24 h and quenched with IN HCl. The mixture was extracted with dichloromethane and the organic phase was washed with saturated sodium bicarbonate, then brine, then dried over sodium sulfate, filtered and evaporated. The residue was crystallized from isopropanol/water to give 42.2g (77.3%) of off-white solid. 1H NMR (300 MHz, CDCl3) 7.10-6.90 (m, 2H), 3.85 (s, 2H), 3.78 (s, 3H), 3.55 (s, 2H)

Reference： [1]Patent: WO2010/78440,2010,A1 .Location in patent: Page/Page column 17

28
[ 67-56-1 ]
[ 1253055-91-2 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
	With methanesulfonic acid;Reflux;	Example-3: Preparation of methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate compound of formula-2a.;To the solution of sodium l-(2,2-dimethyl-4,6-dioxo-l,3-dioxan-5-yl)-2-(2,4,5- trifluorophenyl)ethanolate (250 gms) in methanol (1125 ml) added methane sulphonic acid (92 gms) and heated the reaction mixture to reflux temperature. Stirred the reaction mixture for 90 minutes at same temperature. Distilled off the solvent completely under reduced pressure. Cooled the reaction mixture to 250C and added water (150 ml) and methylene chloride (150 ml). Stirred the reaction mixture for 15 minutes and separated the both aqueous and organic layers. The organic layer was washed with water. Distilled off the solvent completely to get the title compound. Yield: 180 gms.

Reference： [1]Patent: WO2010/122578,2010,A2 .Location in patent: Page/Page column 44

29
[ 769195-26-8 ]
[ 1138326-05-2 ]

Yield	Reaction Conditions	Operation in experiment
		Example-10: Preparation of (R)-methyl 3-hydroxy-4-(2,4,5-trifIuoro phenyl)butanoate compound of formula-3a.; 40 ml of toluene was taken in a round bottom flask and cooled to 00C. To this added 1.55 gms of borane dimethyl sulfide and 0.55 gms of (R)-2-methyl-cbs-oxazaborolidine under nitrogen atmosphere. To this reaction mixture slowly added 5 gms of methyl 3- oxo-4-(2,4,5-trifluorophenyl)butanoate compound of formula-2a dissolved in 10 ml of toluene. Stirred the reaction mixture for 3 hrs at 0-50C and quenched with methanol and followed by 1 N hydrochloric acid solution. Organic layer separated and washed with 5% hydrogen peroxide solution and 5% sodium sulfate solution and followed by with 10% sodium chloride solution. Distilled off the solvent completely under reduced pressure to get the title compound. Yield: 4.0 gms
	With hydrogen;dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); In methanol; acetic acid; at 70℃; under 3620.13 Torr; for 6h;Inert atmosphere;	Step-2: Preparation of 3(S)-4-(2,4,5-Trifluorophenyl)-3-hydroxybutanoic acid (Formula IV)A solution of Methyl 4-(2,4,5-trifluorophenyl)-3-oxobutanoate (100 g) in methanol (500 ml) and acetic acid (1.0 ml) was degassed by bubbling nitrogen gas for 15 min. The mixture was transferred to an autoclave and to this (S)-BINAP-RuCl2 (0.4 g, 0.4 wt%) was added. The reaction mixture was further degassed by nitrogen. The reaction mixture was then hydrogenated (70 psi) at 70C for 5-6 h. The progress of the reaction was monitored by TLC till complete conversion of the starting material. After completion of reaction, the methanolic solution of 3-hydroxyester was charged to a RBF equipped with overhead stirrer, thermometer pocket and addition funnel. To the above methanolic solution, water (400 ml) and aqueous solution of NaOH (17.9 g in 100 ml of water) were added at 20-25C. The mixture was stirred for 1.5 h. At this point TLC analysis indicated complete consumption of starting material. Methanol was removed from the reaction mixture by distillation under vacuum. The mixture was extracted with MTBE (200 ml) and the layers were separated. The aqueous layer was cooled to 10-15C, acidified using cone, hydrochloric acid and stirred for 2 h. The obtained slurry was filtered to obtain a cake. The cake was washed with water and air-dried to get 3(S)-4-(2,4,5-Trifluorophenyl)-3- hydroxybutanoic acid.Yield: 81 g ( 86%); HPLC Purity: > 90 %. NMR (CDC13): 2.49 (s, 2H), 2.80 (s, 2H), 4.22.4.27 (m, 1H), 6.88-7.21 (m, 2H), Mass spectrum: 234[M+1] +.

Reference： [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 8791 - 8794
Angew. Chem.,2015,vol. 127,p. 8915 - 8918,4
[2]Patent: WO2010/122578,2010,A2 .Location in patent: Page/Page column 47
[3]Patent: WO2012/25944,2012,A2 .Location in patent: Page/Page column 30

30
[ 769195-26-8 ]
C₁₁H₁₀F₃NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium acetate; In methanol;Reflux;	Example-4: Preparation of methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate compound of formula-14To the solution of <strong>[769195-26-8]methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate</strong> (178 gms) in methanol (375 ml) added ammonium acetate (113 ml) and heated to reflux temperature. Stirred the reaction mixture for 3 hours at same temperature. Distilled off the solvent completely from the reaction mixture and cooled to 200C. Added toluene (1600 ml) to the obtained compound and stirred for 20 minutes. Filtered the reaction mixture. The filtrate was cooled to 0-50C, added sodium borohydride (30 gms). Acetic acid (480 ml) was slowly added to the reaction mixture and stirred for 5 hours at 0-50C. Quenched the reaction mixture by adding water at 0-5C. Separated the both aqueous and organic layers. Aqueous layer was washed with toluene and basified with sodium hydroxide solution. The compound was extracted using methylene chloride. Distilled off the solvent completely under reduced pressure to get the title compound. Yield: 85 gms.

Reference： [1]Patent: WO2010/122578,2010,A2 .Location in patent: Page/Page column 44

31
[ 1253056-13-1 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium dichromate; sulfuric acid; acetic acid; at 25 - 30℃; for 24h;	Example-54: Preparation of methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate compound of formula-2a.; Acetic acid (2.8 ml) and sulphuric acid (0.6 grams) were added to a mixture of methyl 3-hydroxy-4-(2,4,5-trifiuorophenyl)butanoate (1 gram) in acetic acid (1 ml). Potassium dichromate (0.6 grams) was added to the reaction mixture at 25-300C and stirred it for 24 hours at the same temperature. The reaction mixture was quenched with water and extracted with methylene chloride. The organic layer was washed with 5% sodium bicarbonate solution. Distilled off the solvent completely from the organic layer under reduced pressure to get the title compound. Yield: 0.5 grams

Reference： [1]Patent: WO2010/122578,2010,A2 .Location in patent: Page/Page column 65

32
[ 769195-26-8 ]
[ 1138326-05-2 ]
[ 868071-16-3 ]

Reference： [1]Catalysis Communications,2010,vol. 11,p. 480 - 483
[2]Organic Process Research and Development,2005,vol. 9,p. 634 - 639

33
[ 764667-64-3 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
85 - 90%	With methanol; at 60 - 63℃;	Methyl 4-(2.4.5-trifluorophenyl)acetoacetate (21)Meldrum's adduct (500.0 gm, 1.58 mol) (19) was charged in methanol (10.0 vol, 5.0 Ltr) at 25-30C and the partially clear solution was refluxed at 60-630C for 3-4 hours. After 3-4 hours refluxing, the methanol was completely distilled under reduced pressure at 45-500C to give a pale yellow coloured residue. The pale yellow coloured residue was further treated with 5% sodium carbonate solution (10.0 vol, 5.0 Ltr) to adjust the pH to 7-8. After pH adjustment, the product was extracted in dichloromethane (2 x 10.0 vol, 2 x 5.0 Ltr). The combined dichloromethane layers were further washed with water (3 x 2.5 vol, 3 x 1.25 Ltr). The dichloromethane was distilled under reduced pressure to give a pale yellow coloured oily product. Molar Yield: 85-90% (350.0 gm)Chemical Purity: 93-95% (as measured by HPLC)
	In methanol;Reflux;	400 gm of compound of formula (X) was refluxed with 2000 ml methanol, followed by sodium bicarbonate workup gives compound of formula (IX), which further converted into 3(S)-2,4,5-trifluoro-3-hydroxy benzenebutanoic acid methyl ester of formula (VIII) by asymmetric hydrogenation, by charging 1400 ml of methanolic solution of formula (IX) into 1000 L hydrogenation reactor followed by the addition of (S)-BINAP RuCl2 -triethylamine complex (prepared by adding 1.81 gm of S-BINAP, 0.7 gm of 1,5-cycloocatdine Ruthenium chloride and 30.05 gm of triethylamine into 1400 ml of methanolic reflux for about 20 hours). Asymmetric hydrogenation was carried out with about 6 to 6.5 kg/cm2 of hydrogen pressure and about 80-85C, and the progress of reaction was monitored by HPLC. Reaction was completed at about 5- 7 hours and purity of formula (VIII) by Chiral HPLC was 98.28% ee. Formula (VIII) was converted into 3(S)-2,4,5-trifluoro-3-hydroxybenzenebutanoic acid of formula (VII) by adding aqueous sodium hydroxide solution (made by dissolving 67.2 gm of sodium hydroxide in to 280 ml of water) followed by refluxing the reaction mass by heating at about 65 - 70C for about 3-5 hours. 190 gm of formula (VII) was isolated form 1400 ml of cyclohexane crystallization or isolated from toluene. Purity of formula (VII) by Chiral HPLC: 99.35 % ee.

Reference： [1]Patent: WO2010/131025,2010,A1 .Location in patent: Page/Page column 26
[2]Patent: WO2012/42534,2012,A2 .Location in patent: Page/Page column 27

34
[ 769195-26-8 ]
[ 868071-17-4 ]

Yield	Reaction Conditions	Operation in experiment
86%	With dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); hydrogen; In methanol; acetic acid; at 70℃; under 3620.13 Torr;Inert atmosphere; Autoclave;	Step-2 Preparation of 3(S)-4-(2,4,5-Trifluorophenyl)-3-hydroxybutanoic acid (Formula IV) A solution of Methyl 4-(2,4,5-trifluorophenyl)-3-oxobutanoate (100 g) in methanol (500 ml) and acetic acid (1.0 ml) was degassed by bubbling nitrogen gas for 15 min. The mixture was transferred to an autoclave and to this (S)-BINAP-RuCl2 (0.4 g, 0.4 wt %) was added. The reaction mixture was further degassed by nitrogen. The reaction mixture was then hydrogenated (70 psi) at 70 C. for 5-6 h. The progress of the reaction was monitored by TLC till complete conversion of the starting material. After completion of reaction, the methanolic solution of 3-hydroxyester was charged to a RBF equipped with overhead stirrer, thermometer pocket and addition funnel. To the above methanolic solution, water (400 ml) and aqueous solution of NaOH (17.9 g in 100 ml of water) were added at 20-25 C. The mixture was stirred for 1.5 h. At this point TLC analysis indicated complete consumption of starting material. Methanol was removed from the reaction mixture by distillation under vacuum. The mixture was extracted with MTBE (200 ml) and the layers were separated. The aqueous layer was cooled to 10-15 C., acidified using conc. hydrochloric acid and stirred for 2 h. The obtained slurry was filtered to obtain a cake. The cake was washed with water and air-dried to get 3(S)-4-(2,4,5-Trifluorophenyl)-3-hydroxybutanoic acid. Yield: 81 g (86%); HPLC Purity: ?90%. 1H NMR (CDCl3): 2.49 (s, 2H), 2.80 (s, 2H), 4.22.4.27 (m, 1H), 6.88-7.21 (m, 2H), Mass spectrum: 234[M+1]+.

Reference： [1]Patent: US2013/158265,2013,A1 .Location in patent: Paragraph 0161; 0162; 0163; 0164
[2]Patent: WO2012/25944,2012,A2
[3]Patent: WO2012/42534,2012,A2

35
[ 769195-26-8 ]
C₁₇H₁₆F₃NO₃ [ No CAS ]

Reference： [1]Patent: WO2012/25944,2012,A2

36
[ 769195-26-8 ]
[ 767352-30-7 ]

Reference： [1]Patent: WO2012/25944,2012,A2
[2]Patent: US2013/158265,2013,A1

37
[ 769195-26-8 ]
[ 1256815-04-9 ]

Reference： [1]Patent: WO2012/42534,2012,A2

38
[ 769195-26-8 ]
[ 868071-16-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen;(S)-BINAP RuCl2-triethylamine; In methanol; at 80 - 85℃; under 4413.43 - 4781.22 Torr;	400 gm of compound of formula (X) was refluxed with 2000 ml methanol, followed by sodium bicarbonate workup gives compound of formula (IX), which further converted into 3(S)-2,4,5-trifluoro-3-hydroxy benzenebutanoic acid methyl ester of formula (VIII) by asymmetric hydrogenation, by charging 1400 ml of methanolic solution of formula (IX) into 1000 L hydrogenation reactor followed by the addition of (S)-BINAP RuCl2 -triethylamine complex (prepared by adding 1.81 gm of S-BINAP, 0.7 gm of 1,5-cycloocatdine Ruthenium chloride and 30.05 gm of triethylamine into 1400 ml of methanolic reflux for about 20 hours). Asymmetric hydrogenation was carried out with about 6 to 6.5 kg/cm2 of hydrogen pressure and about 80-85C, and the progress of reaction was monitored by HPLC. Reaction was completed at about 5- 7 hours and purity of formula (VIII) by Chiral HPLC was 98.28% ee. Formula (VIII) was converted into 3(S)-2,4,5-trifluoro-3-hydroxybenzenebutanoic acid of formula (VII) by adding aqueous sodium hydroxide solution (made by dissolving 67.2 gm of sodium hydroxide in to 280 ml of water) followed by refluxing the reaction mass by heating at about 65 - 70C for about 3-5 hours. 190 gm of formula (VII) was isolated form 1400 ml of cyclohexane crystallization or isolated from toluene. Purity of formula (VII) by Chiral HPLC: 99.35 % ee.

Reference： [1]Patent: WO2012/42534,2012,A2 .Location in patent: Page/Page column 27

39
[ 769195-26-8 ]
[ 1253055-92-3 ]

Yield	Reaction Conditions	Operation in experiment
52%	With ammonium acetate; sodium cyanoborohydride; In methanol; at 20℃;	General procedure: The rac compounds were prepared using a previously described method 21 with minor modifications. The ketoester 1b (198 mg, 0.76 mmol), ammonium acetate (586 mg, 7.6 mmol), and sodium cyanoborohydride (50 mg, 0.79 mmol) were added in 4 mL methanol, and the solution was stirred overnight at room temperature. Concentrated HCl was then added to the solution until the final pH was 2, and then the methanol was removed by rotary evaporation. Next, 5 mL water was added to the residue and 10 M NaOH aqueous solution was used to adjust the pH to 10. Ethyl acetate (2*5 mL) was added to this solution to extract the product. The organic layers were combined and dried using anhydrous sodium sulfate and concentrated to obtain the crude product. The crude product was then purified by preparative thin layer chromatography (PE/EA=5/3) to yield compound 2b (86 mg, 43.9%) as a colorless oil.

Reference： [1]Tetrahedron,2016,vol. 72,p. 4660 - 4664
[2]Patent: US2012/108598,2012,A1

40
[ 769195-26-8 ]
[ 486460-32-6 ]

Reference： [1]Patent: US2012/108598,2012,A1
[2]Patent: US2013/158265,2013,A1
[3]Patent: CN109761988,2019,A

41
[ 769195-26-8 ]
[ 486460-23-5 ]

Reference： [1]Patent: US2012/108598,2012,A1

42
[ 769195-26-8 ]
[ 1253055-94-5 ]

Reference： [1]Patent: US2012/108598,2012,A1

43
[ 769195-26-8 ]
C₁₀H₉F₃NO₂^(1-)*Li⁽¹⁺⁾ [ No CAS ]

Reference： [1]Patent: US2012/108598,2012,A1

44
[ 769195-26-8 ]
[ 1361389-75-4 ]

Reference： [1]Patent: US2013/158265,2013,A1

45
[ 769195-26-8 ]
sitagliptin phosphate [ No CAS ]

Reference： [1]Patent: US2013/158265,2013,A1

46
[ 769195-26-8 ]
[ 654671-77-9 ]

Reference： [1]Patent: US2013/158265,2013,A1

47
[ 769195-26-8 ]
(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine hydrochloride [ No CAS ]

Reference： [1]Patent: US2013/158265,2013,A1

48
[ 769195-26-8 ]
7-[(3R)-3-amino-1-oxo-4-(2,4,5-tri-fluorophenyl)butyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine phosphate [ No CAS ]

Reference： [1]Patent: US2013/158265,2013,A1

49
[ 769195-26-8 ]
[ 881995-69-3 ]
[ 936630-57-8 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridoxal 5'-phosphate; recombinant aminotransferase from Arthobacter sp.; water; isopropylamine; In dimethyl sulfoxide; at 45℃; for 8h;pH 8.5;Enzymatic reaction;Catalytic behavior;	General procedure: A 125 muL crude enzyme solution, 275 muL of 1.83 M isopropyl amine (chloride) solution (pH 8.5), and 100 muL of a solution of 1a-k (100 mM) in DMSO were added into a 2 mL Eppendorf tube. The mixture was then placed in a shaking incubator at 45 C for 8 h. Twenty microliters of the sample was taken at 1, 4, and 8 h and diluted with 380 muL methanol for use in HPCL to analyze conversation.

Reference： [1]Tetrahedron,2016,vol. 72,p. 4660 - 4664

50
[ 1176895-65-0 ]
[ 96-32-2 ]
[ 769195-26-8 ]

Yield	Reaction Conditions	Operation in experiment
91%		Synthesis of Grignard reagent (1) Mix 50 g of methyl bromoacetate with 200 ml of tetrahydrofuran and stir until clear. spare.(2) In a 1 L glass flask, 8.6 g of magnesium turnings and 200 ml of tetrahydrofuran are sequentially added, and the mixture is stirred thoroughly to start mixing;The flask was filled with nitrogen gas was isolated, 10ml of methyl bromoacetate tetrahydrofuran solution into the flask, heatWarmed to 45-50C ; to reach the specified temperature, stop stirring, adding 0.5g elemental iodine, triggering the reaction, the bottom of the system gasBubble overflow. To be a large number of bubbles overflow, stir slowly start to stir the system from dark red to colorless and transparent, the systemTemperature is significantly increased. After the initiation of normal speed recovery, and began dropping the remaining methyl bromoacetate tetrahydrofuran solution, bodyThe temperature is maintained at a slight reflux (about 40-45 C) for about 1-1.5 hours and the addition is complete. After the drop was completed micro-reflux reversedShould be 2 hours, End of the reaction to give a Grignard reagent (2-2), spare. Synthesis of methyl 2,4,5-trifluorophenylacetoacetate (1) The prepared grignard reagent (2-2) was cooled to 0-5 C, 12.4g of cuprous iodide was added to the flask, and further cooled to -20--15 C.(2) 75 g of 2- (2,4,5-trifluorophenyl) acetyl chloride was mixed in 200 ml of tetrahydrofuran for use.(3) After reaching the specified temperature,A solution of 2- (2,4,5-trifluorophenyl) acetyl chloride in tetrahydrofuran was slowly added dropwise and the temperature was raised well before the dropwise addition. The reaction was controlled at -15 - -20 C. Did not increase the latter part of the heating temperature was about 2-2.5 hours was added dropwise, the solution is yellow-green. After the addition was completed, the mixture was stirred for 2 hours. Stop cooling, naturally warmed to room temperature, stirring was continued for 12 hours. Remove nitrogen protection,Open the stopper, the flask was added 70ml concentrated hydrochloric acid and 210ml of pure water mixed solution,System temperature has significantly increased and the bubble overflow, appropriate heating up to 30-40C ,Fully stirred (about 3h) to the system the remaining consumption of magnesium shaving to give a yellow clear solution.Stop stirring, static stratification, collecting the upper organic phase,The aqueous phase was extracted twice more with 200 ml of ethyl acetate, the organic phases were combined,The solvent was distilled off under reduced pressure at 55-60 C. Fast dry, add the right amount of anhydrous ethanol with dry,Concentration will be iodine was brought out, the color of concentrated solution.300ml absolute ethanol was drawn into the rotary flask, mixed well, drawn into a 2L reactor,Open heat to 50-60C , incubated for 30 minutes. Stop heating900ml of pure water was poured into the reaction vessel, and the system was dispersed for about 10 minutes.Stir for 30 minutes. Filter, filter cake washed with pure water. Drum air at 55-60 C for 24 hours.60.7 g of a white solid was obtained. Yield: 91%, purity: 99.1%.

Reference： [1]Patent: CN107311862,2017,A .Location in patent: Paragraph 0034; 0038-0048

51
[ 769195-26-8 ]
[ 3886-69-9 ]
methyl 4-(2,4,5-trifluorophenyl)-3-[(R)-1-phenylethylamino]-2-butenoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With acetic acid; In toluene; for 3h;Reflux;	To a 500 ml flask was added methyl 4- (2,4,5-trifluorophenyl) -3-oxo-butyrate (52.0 g, 0.211 mol) (R) -1-phenylethanamine (26.3 g, 0.217 mol), Acetic acid (14.7 g, 0.245 mol) and toluene (350 ml), Heat to reflux and react for 3 h. After the reaction, Cooled to below 0 , Wash twice with saline (120 ml × 2) The organic phase was dried over anhydrous magnesium sulfate for 2 h, Suction filtration, washing, The combined filtrate and washings, The solvent was removed under reduced pressure, Get raffinate; Isopropyl alcohol (150 g) was added to the residue, Stir into a homogeneous body, Cooling and stirring and crystallizing, Suction filtration, washing, dry, Methyl 4- (2,4,5-trifluorophenyl) -3 - [(R) -1-phenylethylamino] -2-butenoate (64.2 g, yield 87%, purity 98.5%).

Reference： [1]Patent: CN105949072,2016,A .Location in patent: Paragraph 0030-0032

52
[ 769195-26-8 ]
methyl (3R)-3-[(1R)-1-phenylethylamino]-4-(2,4,5-trifluorophenyl)butanoate [ No CAS ]

Reference： [1]Patent: CN105949072,2016,A
[2]Patent: CN103172539,2016,B

53
[ 769195-26-8 ]
[ 1345822-99-2 ]

Reference： [1]Patent: CN105949072,2016,A

54
[ 769195-26-8 ]
[ 936630-57-8 ]

Reference： [1]Patent: CN108586272,2018,A
[2]Patent: CN109761988,2019,A

55
[ 769195-26-8 ]
[ 55-21-0 ]
methyl 3-benzoylamino-4-(2,4,5-trifluorophenyl)-2-butenoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With toluene-4-sulfonic acid; In toluene; at 110℃;	In a 1000ml clean three-necked flask,Add 123 g of <strong>[769195-26-8]methyl 3-carbonyl-4-(2,4,5-trifluorophenyl)butanoate</strong>,Benzoylamide 64g,18 g of p-toluenesulfonic acid,500 ml of toluene was heated to a temperature of 110 C, and the generated water was separated by a reaction process, and the reaction was refluxed for about 10 hours or more.TLCThe <strong>[769195-26-8]methyl 3-carbonyl-4-(2,4,5-trifluorophenyl)butanoate</strong> was detected to be completely reacted (the developing solvent was n-hexane:Ethyl acetate = 2:1).The above reaction solution was washed with water and layered, the aqueous layer was recovered with benzamide, and the organic layer was washed twice with water.Concentrated under reduced pressure,Crystallization gave the methyl 3-benzoylamino-4-(2,4,5-trifluorophenyl)-2-butenoate as a white solid

Reference： [1]Patent: CN108586272,2018,A .Location in patent: Paragraph 0180-0182; 0185

56
[ 769195-26-8 ]
[ 55-21-0 ]
[ 1402570-02-8 ]

Reference： [1]Patent: CN108586272,2018,A

57
[ 769195-26-8 ]
[ 769195-28-0 ]

Reference： [1]Patent: CN108863837,2018,A

58
[ 769195-26-8 ]
(R)-3-(S)-2-amino-2-oxo-1-phenylethylamino-4-(2,4,5-trifluorophenyl)butyric acid [ No CAS ]

Reference： [1]Patent: CN108863837,2018,A

59
[ 769195-26-8 ]
[ 6485-52-5 ]
(S,Z)-methyl 3-(2-amino-2-oxo-1-phenylethylamino)-4-(2,4,5-trifluorophenyl)but-2-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With acetic acid; In ethanol; at 40℃; for 16h;Inert atmosphere;	Beta-ketoester (350g),S-glycolamide (214g),Glacial acetic acid (450g), added to ethanol (5000ml),Nitrogen protection,After heating to 40 C for 16 h, the temperature was lowered from 5 to 10 C, and solid precipitation began. After 30 minutes, the mixture was filtered.And wash the filter cake with an appropriate amount of ethanol.The filter cake was dried under reduced pressure at 40 C to obtain a solid compound 3((S,Z)-methyl 3-(2-amino-2-oxo-1-phenylethylamino)-4-(2,4,5-trifluorophenyl)but-2-enoic acid ester)480g,The purity was 92% and the yield was 80%. The results of nuclear magnetic structure identification are as follows:

Reference： [1]Patent: CN108863837,2018,A .Location in patent: Paragraph 0015; 0034-0038; 0045-0049; 0056-0060

60
[ 769195-26-8 ]
methyl 3-(((R)-1-phenylethyl)amino)-4-(2,3,5-trifluorophenyl)butanoate [ No CAS ]

Reference： [1]Patent: CN103172539,2016,B

61
[ 769195-26-8 ]
methyl (R)-3-(((R)-1-phenylethyl)amino)-4-(2,3,5-trifluorophenyl)butanoate p-toluenesulfonate [ No CAS ]

Reference： [1]Patent: CN103172539,2016,B

62
[ 769195-26-8 ]
methyl (R)-3-(((R)-1-phenylethyl)amino)-4-(2,3,5-trifluorophenyl)butanoate hydrochloride [ No CAS ]

Reference： [1]Patent: CN103172539,2016,B

63
[ 769195-26-8 ]
[ 1361050-75-0 ]

Reference： [1]Patent: CN103172539,2016,B

64
[ 769195-26-8 ]
[ 1246960-25-7 ]

Reference： [1]Patent: CN103172539,2016,B

65
[ 769195-26-8 ]
[ 3886-69-9 ]
(Z)-3-(((R)-1-phenylethyl)amino)-4-(2,3,5-trifluorophenyl)-2-butenoic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98.5%	With acetic acid; In methanol;Reflux; Large scale;	Methyl 4-(2,4,5-trifluorophenyl)-3-carbonylbutanoate (1234.0 g, 4.95 mol) was added sequentially to a 10 L three-necked flask.Methanol (3.0L),R(+)-alpha-phenethylamine (1212.0 g, 10.00 mol), glacial acetic acid (150.0 g, 2.50 mol),Mechanical agitation,Heat to reflux for 16-18 h, HPLC monitoring.After the reaction is completed, most of the methanol is removed.Add dichloromethane,a solution of acetic acid (780 ml) in water (4.0 L),Stir for 10min,Let stand for liquid separation,The aqueous phase is extracted with dichloromethane,The organic phases were combined and washed with a 0.5 N aqueous solution of sodium hydroxide.Let stand for liquid separation,The organic phase is dried over magnesium sulfate.filter,The filtrate is concentrated,Get brown oil(1717.1 g, yield 98.5%).

Reference： [1]Patent: CN103172539,2016,B .Location in patent: Paragraph 0096-0099

66
[ 769195-26-8 ]
C₁₄H₁₃F₃N₂O₄ [ No CAS ]

Reference： [1]Patent: CN109761988,2019,A

67
[ 769195-26-8 ]
[ 622-33-3 ]
[ 868125-58-0 ]

Yield	Reaction Conditions	Operation in experiment
74%		In 100 mL of tetrahydrofuran,Under nitrogen protection,Compound I 5.92 g (24 mmol) and 4.44 g (36 mmol) of NH2-OBn were added.Stir at room temperature for 1 hour.Further, 0.11 g (0.18 mmol) of [(p-cymene)RuCl2]2 and 0.049 g (0.09 mmol) of (R,S)-t-Butyl Josiphos were added.Continue to stir for 0.5 hours.Finally added 6.81g (50mmol)ZnCl2 and 5.88 g (94 mmol) of NaBH3CN,Continue to stir for 20 minutes.Heating back,TLC monitors the progress of the reaction,After the reaction is completed,Quenching excess reducing agent with a saturated solution of ammonium chloride,filter,Washed,The organic phase is concentrated under reduced pressure.Column chromatography,Obtained compound II 6.25 g (17.7 mmol),The yield was 74%, e.e. > 99.9%.

Reference： [1]Patent: CN109761988,2019,A .Location in patent: Paragraph 0030-0033

68
[ 769195-26-8 ]
[ 55-21-0 ]
(Z)-methyl 3-benzamido-4-(2,4,5-trifluorophenyl) but-2-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With diphenylammonium trifluoromethanesulfonate; In toluene; for 8h;Reflux; Green chemistry;	General procedure: A mixture of amides (amines) (0.6 mmol), 1,3-dicarbonylcompounds (0.5 mmol), and DPAT (0.05 mmol) was stirred in refluxing toluene for 6 h. After completion of the reaction(Reaction progress was monitored by TLC), the mixture was washed with water (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4, filtered and evaporated. Purification by column chromatography on silica gave the product 3, 4, 5.

Reference： [1]Chemical Papers,2019,vol. 73,p. 2857 - 2868

69
[ 769195-26-8 ]
[ 103-81-1 ]
(Z)-methyl-3-(2-phenylacetamido)-4-(2,4,5-trifluorophenyl) but-2-enoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With diphenylammonium trifluoromethanesulfonate; In toluene; for 8h;Reflux; Green chemistry;	General procedure: A mixture of amides (amines) (0.6 mmol), 1,3-dicarbonylcompounds (0.5 mmol), and DPAT (0.05 mmol) was stirred in refluxing toluene for 6 h. After completion of the reaction(Reaction progress was monitored by TLC), the mixture was washed with water (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4, filtered and evaporated. Purification by column chromatography on silica gave the product 3, 4, 5.

Reference： [1]Chemical Papers,2019,vol. 73,p. 2857 - 2868

70
[ 769195-26-8 ]
[ 60-35-5 ]
[ 1234321-81-3 ]

Yield	Reaction Conditions	Operation in experiment
61%	With diphenylammonium trifluoromethanesulfonate; In toluene; for 8h;Reflux; Green chemistry;	General procedure: A mixture of amides (amines) (0.6 mmol), 1,3-dicarbonylcompounds (0.5 mmol), and DPAT (0.05 mmol) was stirred in refluxing toluene for 6 h. After completion of the reaction(Reaction progress was monitored by TLC), the mixture was washed with water (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4, filtered and evaporated. Purification by column chromatography on silica gave the product 3, 4, 5.

Reference： [1]Chemical Papers,2019,vol. 73,p. 2857 - 2868

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 769195-26-8 ]

Fluorinated Building Blocks

[ 98349-24-7 ]

Ethyl 2,4,5-trifluorobenzoylacetate

Similarity: 0.90

[ 94695-50-8 ]

Ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate

Similarity: 0.86

[ 209995-38-0 ]

2,4,5-Trifluorophenylacetic acid

Similarity: 0.80

[ 1999-00-4 ]

Ethyl 3-(4-fluorophenyl)-3-oxopropanoate

Similarity: 0.80

[ 680217-71-4 ]

Ethyl 2-(2,6-difluorophenyl)acetate

Similarity: 0.80

Aryls

[ 98349-24-7 ]

Ethyl 2,4,5-trifluorobenzoylacetate

Similarity: 0.90

[ 94695-50-8 ]

Ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate

Similarity: 0.86

[ 209995-38-0 ]

2,4,5-Trifluorophenylacetic acid

Similarity: 0.80

[ 1999-00-4 ]

Ethyl 3-(4-fluorophenyl)-3-oxopropanoate

Similarity: 0.80

[ 680217-71-4 ]

Ethyl 2-(2,6-difluorophenyl)acetate

Similarity: 0.80

Esters

[ 98349-24-7 ]

Ethyl 2,4,5-trifluorobenzoylacetate

Similarity: 0.90

[ 94695-50-8 ]

Ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate

Similarity: 0.86

[ 1999-00-4 ]

Ethyl 3-(4-fluorophenyl)-3-oxopropanoate

Similarity: 0.80

[ 680217-71-4 ]

Ethyl 2-(2,6-difluorophenyl)acetate

Similarity: 0.80

[ 33166-77-7 ]

Ethyl 3-(3-fluorophenyl)-3-oxopropanoate

Similarity: 0.79

Ketones

[ 98349-24-7 ]

Ethyl 2,4,5-trifluorobenzoylacetate

Similarity: 0.90

[ 1999-00-4 ]

Ethyl 3-(4-fluorophenyl)-3-oxopropanoate

Similarity: 0.80

[ 33166-77-7 ]

Ethyl 3-(3-fluorophenyl)-3-oxopropanoate

Similarity: 0.79

[ 887267-53-0 ]

Ethyl 3-(2,5-difluorophenyl)-3-oxopropanoate

Similarity: 0.76

[ 1479-24-9 ]

Ethyl 3-(2-fluorophenyl)-3-oxo-propionate

Similarity: 0.76

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 769195-26-8 ] {[proInfo.proName]}

Quality Control of [ 769195-26-8 ]

Related Doc. of [ 769195-26-8 ]

Product Details of [ 769195-26-8 ]

Calculated chemistry of [ 769195-26-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 769195-26-8 ]

Application In Synthesis of [ 769195-26-8 ]

[ 769195-26-8 ] Synthesis Path-Upstream 1~10

[ 769195-26-8 ] Synthesis Path-Downstream 1~70

Related Functional Groups of [ 769195-26-8 ]

Fluorinated Building Blocks

Aryls

Esters

Ketones

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 769195-26-8 ]