2848-01-3|3-(diphenylphosphino)-propanoic acid| Ambeed

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Quality Control of [ 2848-01-3 ] Purity: 98% SDS Specification

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Product Details of [ 2848-01-3 ]

CAS No. :	2848-01-3
Formula :	C₁₅H₁₅O₂P
M.W :	258.25
SMILES Code :	O=C(O)CCP(C1=CC=CC=C1)C2=CC=CC=C2
MDL No. :	MFCD00775376
InChI Key :	OTSIFUHGOBFOTH-UHFFFAOYSA-N
Pubchem ID :	3709176

Safety of [ 2848-01-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 2848-01-3 ]

* 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.

Downstream synthetic route of [ 2848-01-3 ]

[ 2848-01-3 ] Synthesis Path-Downstream 1~35

1
[ 57-57-8 ]
[ 829-85-6 ]
[ 2848-01-3 ]

References: [1]Journal of Organometallic Chemistry,1994,vol. 468,p. 99 - 106.

2
[ 104890-15-5 ]
[ 2848-01-3 ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1990,vol. 47,p. 253 - 260.

3
[ 623-71-2 ]
[ 829-85-6 ]
[ 2848-01-3 ]

References: [1]Synthesis,1986,p. 198 - 208.

4
[ 79-10-7 ]
[ 829-85-6 ]
[ 2848-01-3 ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

5
[ 87291-69-8 ]
[ 2848-01-3 ]
[ 118268-12-5 ]

References: [1]Tetrahedron Letters,1988,vol. 29,p. 3073 - 3076.

6
[ 2848-01-3 ]
[ 109602-95-1 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfur; In toluene; at 85℃; for 1h;Inert atmosphere;	Ph2P(S)(CH2)2COOH (compound 4) was prepared according tothe literature method [13] by heating 200 mg (0.77 mmol) of 2with 25 mg (0.78 mmol) of sulfur to 85 C in toluene under nitrogenatmosphere for 1 h. The identity of the obtained product wasmonitored by 31P {1H} NMR spectroscopy, single crystals of 4 wereobtained by slow diffusion of hexane into a CH2Cl2 solution of 4.

References: [1]Dalton Transactions,2015,vol. 44,p. 14865 - 14876.
[2]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.
[3]Polyhedron,2017,vol. 124,p. 62 - 67.

7
[ 2848-01-3 ]
[ 18991-76-9 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1992,vol. 111,p. 170 - 177.

8
[ 2916-68-9 ]
[ 2848-01-3 ]
3-diphenylphosphanyl-propanoic acid 2-trimethylsilanyl-ethyl ester [ No CAS ]

References: [1]Synlett,2003,p. 473 - 476.

9
[ 2848-01-3 ]
(R)-2-Amino-3-(diphenyl-phosphinothioyl)-propionic acid [ No CAS ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

10
[ 2848-01-3 ]
(R)-2-Azido-3-(diphenyl-phosphinothioyl)-propionic acid [ No CAS ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

11
[ 2848-01-3 ]
C₂₀H₂₃O₄PS [ No CAS ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

12
[ 2848-01-3 ]
[ 157825-92-8 ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

13
[ 2848-01-3 ]
[ 157825-94-0 ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

14
[ 2848-01-3 ]
[ 157825-93-9 ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

15
[ 2848-01-3 ]
(S)-3-[(S)-2-Azido-3-(diphenyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one [ No CAS ]

References: [1]Journal of the American Chemical Society,1994,vol. 116,p. 4481 - 4482.

16
[ 128894-22-4 ]
[ 2848-01-3 ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1990,vol. 47,p. 253 - 260.

17
[ 829-85-6 ]
[ 2848-01-3 ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1990,vol. 47,p. 253 - 260.
[2]Phosphorus, Sulfur and Silicon and the Related Elements,1990,vol. 47,p. 253 - 260.
[3]Journal of the Chemical Society,1952,p. 4453,4456.

18
[ 79-37-8 ]
Ir₄(CO)11I^(1-)*N(C₂H₅)4⁽¹⁺⁾ [ No CAS ]
[ 29753-26-2 ]
[ 2848-01-3 ]
C₂H₂(CO)2NC₆H₄NHCOCH₂CH₂P(C₆H₅)2Ir₄(CO)11 [ No CAS ]

References: [1]Journal of the American Chemical Society,1988,vol. 110,p. 641 - 643.

19
PtH(P(C₆H₅)3)(P(C₆H₅)2)2(O₂H) [ No CAS ]
[ 2848-01-3 ]
Pt(P(CH₂CH₂C(O))(C₆H₅)2)(P(C₆H₅)2)2(O₂H) [ No CAS ]

References: [1]Organometallics,1990,vol. 9,p. 1211 - 1222.

20
ammonium [⁽⁹⁹⁾Tc]pertechnate [ No CAS ]
[ 2848-01-3 ]
{⁽⁹⁹⁾Tc(P(C₆H₅)2C₂H₄COO)3} [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1993,p. 2901 - 2908.

21
ammonium [⁽⁹⁹⁾Tc]pertechnate [ No CAS ]
[ 2848-01-3 ]
{⁽⁹⁹⁾Tc(P(C₆H₅)2C₂H₄COO)3}*2CH₃SOCH₃ [ No CAS ]

References: [1]Journal of the Chemical Society, Dalton Transactions,1993,p. 2901 - 2908.

22
cobalt(II) nitrate hexahydrate [ No CAS ]
[ 2848-01-3 ]
[ 86711-96-8 ]

References: [1]Inorganic Chemistry,1983,vol. 22,p. 2895 - 2899.

23
nickel(II) nitrate hexahydrate [ No CAS ]
[ 2848-01-3 ]
[ 86711-95-7 ]

References: [1]Inorganic Chemistry,1983,vol. 22,p. 2895 - 2899.

24
ammonium hexafluorophosphate [ No CAS ]
[ 219658-32-9 ]
[ 2848-01-3 ]
[ 219658-30-7 ]

References: [1]Chemical Communications,1998,p. 2295 - 2296.

25
[(μ-(SCH2)2N(CH2CH2CH3))Fe2(CO)6] [ No CAS ]
[ 2848-01-3 ]
[((μ-SCH2)2NC3H7))(Fe(CO)3)(Fe(CO)2(Ph2PCH2CH2COOH))] [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2009,vol. 694,p. 2309 - 2314.

26
[ 6066-82-6 ]
[ 2848-01-3 ]
3-(diphenylphosphaneyl)propanoic acid N-hydroxysuccinimide ether [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	With diisopropyl-carbodiimide; In dichloromethane; at 0 - 20℃;Inert atmosphere;	3-(Diphenylphosphanyl)propanoic acid 1d (1.20 g, 4.65 mmol) was dissolved in CH2Cl2 (10 mL), and the solution was cooled to 0 C. NHS (1.05 g, 9.30 mmol) and DIC (0.86 mL, 5.58 mmol) were added, and the mixture was allowed to warm to room temperature and stirred overnight under Ar(g). The resulting suspension was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel flash chromatography, eluting with 30% EtOAc-hexanes, to give the ester 1e as a white solid (1.64 g, 4.62 mmol, 99% yield).Data for 1e: 1H NMR (400 MHz, CDCl3) δ=7.47-7.32 (m, 10H, Ar), 2.82 (s, 4H, succinmyl), 2.67 (m, 2H, CH2), 2.43 (m, 2H, CH2). 13C NMR (100 MHz, CDCl3, 31P-coupled; 1H-decoupled, observed signals) δ=169.0, 168.5, 168.3, 137.0, 136.8, 132.8, 132.6, 129.1, 128.7, 128.7, 27.8, 27.6, 25.6, 22.7, 22.6. 31P NMR (162 MHz, CDCl3) δ=-15.3. HRMS (ESI+) m/z calculated for (C19H19NO4P)+ 356.1052, measured 356.1060.
58%	With diisopropyl-carbodiimide; In dichloromethane; at 20℃;	To a i00-rnL round-bottomed flask were added 3-(diphenyiphosphino)propanoic acid (2.50 g, 9.68 mnmol) and nhydroxysuccinimide (1.23 g, 10.7 rnmol) in DCM (19.4 ml), and then N,Nmethanediylidenebis(propan-2-amine) (1.34 g, 10.7 mmol). The mixture was stirred at ambient temperature overnight. The reaction mixture was diluted with Et2() and the solid was removed by filtration. The filtrate was concentrated. The residue was redissoived in a mixture of EtOAc and hexane, and solid was precipitated. Filtration provided the title compound (2.00 g, 58%). m/z (ESI, ±ve ion) 356.1 (M+H).

References: [1]Angewandte Chemie - International Edition,2009,vol. 48,p. 2359 - 2363.
Angew. Chem., Int. Ed.,2009,vol. 121,p. 2395 - 2399.
[2]Patent: US2010/125132,2010,A1 .Location in patent: Page/Page column 26-27.
[3]Journal of the American Chemical Society,2011,vol. 133,p. 8892 - 8895.
[4]Chemistry - A European Journal,2020.
[5]Dalton Transactions,2013,vol. 42,p. 1973 - 1978.
[6]Patent: WO2017/147410,2017,A1 .Location in patent: Page/Page column 1091; 1092.

27
[ 292638-85-8 ]
[ 829-85-6 ]
[ 2848-01-3 ]

Yield	Reaction Conditions	Operation in experiment
98.4%		To a 1000 ml four-necked flask, 400 g of acetonitrile was added and the temperature was lowered to T = -20 to 25 C under nitrogen. A 53.5 g diphenylphosphine, 27.5 g of methyl acrylate was put into a four-necked flask, and the alkali solution diluted with acetonitrile was added dropwise with stirring. After completion of the dropwise addition, the reaction was carried out. After the reaction was complete, the solution was hydrolyzed by adding potassium hydroxide solution, adjusted to acidic with dilute hydrochloric acid, extracted with dichloromethane, and concentrated under reduced pressureMethane, crude. The crude product is recrystallized, filtered and dried. A dry product (VI) of 73.0 g was obtained. The yield was 136.5%Rate of 98.4%.
92%		Diphenylphosphine (2.00 mL, 11.5 mmol) was dissolved in degassed CH3CN (20 mL). Methyl acrylate (3.80 mL, 42.5 mmol) and a few drops of benzyltrimethylammonium hydroxide (40 wt. % in MeOH) were added, and the resulting solution was stirred under Ar(g). The reaction was monitored by TLC and after the introduction of additional drops of base (after 2 h) the reaction was found to be complete after 4 h. The solution was then concentrated under reduced pressure; the resulting oil was dissolved in CH2Cl2 (100 mL) and concentrated again. The resulting oil was then dissolved in MeOH (10 mL) and an aqueous solution of KOH (4.00 g, 71.4 mmol in 10 mL of H2O) was added. The mixture was stirred under Ar(g). After 1 h, the reaction was found to be complete, and the solution was diluted with H2O (200 mL) and acidified to pH 2 with 2M HCl. The suspension was then extracted with CH2Cl2 (2×150 mL), and the organic layers were combined, dried over Na2SO4(s) and concentrated under reduced pressure. The solid residue was purified by silica gel flash chromatography, eluting with 2% MeOH/CH2Cl2, to give the acid 1d as a white solid (2.74 g, 10.6 mmol, 92% yield).Data for 1d: 1H NMR (400 MHz, CDCl3) δ=7.46-7.32 (10H, m, Ar), 2.44 (m, 2H, CH2), 2.35 (m, 2H, CH2). 13C NMR (100 MHz, CDCl3, 31P-coupled; 1H-decoupled, observed signals) δ=179.1, 179.0, 137.5, 137.4, 132.8, 132.6, 128.9, 128.6, 128.5, 30.5, 30.2, 22.7, 22.6. 31P NMR (162 MHz, CDCl3) δ=-15.5. HRMS (ESI+) m/z calculated for (C15H16O2P)+ 259.0888, measured 259.0895.

References: [1]Patent: CN106674281,2017,A .Location in patent: Paragraph 0024.
[2]Angewandte Chemie - International Edition,2009,vol. 48,p. 2359 - 2363.
Angew. Chem., Int. Ed.,2009,vol. 121,p. 2395 - 2399.
[3]Patent: US2010/125132,2010,A1 .Location in patent: Page/Page column 26.

28
[ 2848-01-3 ]
[ 91357-77-6 ]

References: [1]European Journal of Inorganic Chemistry,2012,p. 3441 - 3448.

29
[ 2848-01-3 ]
[PtCl(OOC(CH₂)2P(C₆H₅)2)(HOOC(CH₂)2P(C₆H₅)2)] [ No CAS ]

References: [1]European Journal of Inorganic Chemistry,2012,p. 3441 - 3448.

30
[ 2848-01-3 ]
[ 1416224-99-1 ]

References: [1]European Journal of Inorganic Chemistry,2012,p. 3441 - 3448.

31
[ 12080-32-9 ]
[ 2848-01-3 ]
[ 1416226-90-8 ]

References: [1]European Journal of Inorganic Chemistry,2012,p. 3441 - 3448.

32
[ 590-92-1 ]
[ 829-85-6 ]
[ 2848-01-3 ]

References: [1]Dalton Transactions,2013,vol. 42,p. 1973 - 1978.

33
[ 1147124-76-2 ]
[ 2848-01-3 ]
[(trifluoroaceto)2Ru(CO)2(3-(diphenylphosphino)propionic acid)2] [ No CAS ]

References: [1]Inorganic Chemistry,2013,vol. 52,p. 10835 - 10845.

34
[ 7681-65-4 ]
[ 64-17-5 ]
[ 7732-18-5 ]
[ 2848-01-3 ]
C₆₀H₆₀Cu₄I₄O₈P₄*C₂H₆O*H₂O [ No CAS ]

References: [1]Chemical Communications,2013,vol. 49,p. 10227 - 10229.

35
[ 771-61-9 ]
[ 2848-01-3 ]
pentafluorophenyl 3-(diphenylphosphino)propanoate [ No CAS ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 14936 - 14939.

Historical Records

Technical Information

• Arndt-Eistert Homologation • Hunsdiecker-Borodin Reaction • Passerini Reaction • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Ugi Reaction

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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

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CAS No.: 2848-01-3

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CAS No.: 2848-01-3

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[ 2848-01-3 ] Synthesis Path-Downstream 1~35

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