5736-06-1|2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 5736-06-1 ] Purity: 90% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 5736-06-1 ]

CAS No. :	5736-06-1
Formula :	C₆H₁₀O₄
M.W :	146.14
SMILES Code :	O=C(C1OC(C)(C)OC1)O
MDL No. :	MFCD09743879
InChI Key :	OZPFVBLDYBXHAF-UHFFFAOYSA-N
Pubchem ID :	10909699

Safety of [ 5736-06-1 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302-H315-H318-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 5736-06-1 ]

* 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 [ 5736-06-1 ]

[ 5736-06-1 ] Synthesis Path-Downstream 1~34

1
[ 108865-84-5 ]
[ 5736-06-1 ]

Yield	Reaction Conditions	Operation in experiment
90.5%	With methanol; potassium hydroxide; at 0 - 20℃; for 0.75h;	To a solution of methyl-2,2-dimethyl-1,3-dioxalane-4-carboxylate 5 (2.057 g, 12.8 mmol) in 5 mL MeOH, kept in an ice-water bath was added drop-wise 15 mL 1 M potassium hydroxide in methanol. After addition of KOH, the ice-bath was removed and the mixture was stirred at room temperature for 45 min. To this solution were added 15 mL of MeOH and 30 mL of Dowex-H+ ion exchange resin, and then the mixture was stirred for 3 min. The mixture was then filtered and the resin was washed with MeOH (40 mL). The solvent was evaporated, the residue was dispersed in benzene and freeze-dried to give compound 6 (1.695 g, 90.5%) as colorless oil. IR (neat): 3180br m, 1736vs, 1220s, 1104s, 1069s, 837m cm-1; 1H NMR (CDCl3, 200 MHz) delta 1.32 (s, 3H), 1.42 (s, 3H), 4.04-4.12 (dd, 1H, J=8.7, 5.1 Hz), 4.16-4.24 (dd, 1H, J=7.3, 8.7 Hz), 4.51-4.57 (dd, 1H, J=5.1, 7.3 Hz), 9.45 (s, 1H); 13C NMR (CDCl3, 50 MHz) delta 25.2, 25.7, 67.1, 73.5, 111.7, 175.8. [alpha]D20 -25.2 (c 1.1, CHCl3), known compound.

References: [1]Tetrahedron,2014,vol. 70,p. 3155 - 3165.
[2]Helvetica Chimica Acta,1933,vol. 16,p. 534,545.

2
[ 100-79-8 ]
[ 5736-06-1 ]

Yield	Reaction Conditions	Operation in experiment
75%	With ruthenium trichloride; trichloroisocyanuric acid; tetrabutylammomium bromide; potassium carbonate; In water; acetonitrile; at 20℃; for 3h;	To a mixture of compound 1(350mg, 1.1 mmol) and RuCl3 (318 mg, 1.1 mmol) in MeCN (10 mL) and water (5 mL) were added K2C03 (455 mg, 3.3 mmol), TCCA and TBAB. The resulting mixture was stirred at rt for 3 h. The reaction was quenched with an aqueous solution ofNHCl and extracted with ethyl acetate. Organic layers were combined, dried over Na2SO4, concentrated to give 2,2-dimethyl-1,3-dioxolane-4-carboxylic acid (450 mg, 75%). LC-MS: m/z = 147.4 [M+H]
30%	With potassium permanganate; potassium hydroxide; In water; for 2h;Cooling with ice;	Under ice-cooling, an aqueous (30 mL) solution of potassium permanganate (1.8 g, 11.3 mmol) was added dropwise to an aqueous (50 mL) solution of 2,2-dimethyl-1,3-dioxolane-4-methanol (1.0 g, 7.6 mmol) and potassium hydroxide (1.0 g, 15 mmol), and the mixture was stirred for 2 hours. The mixture was filtered on celite, and the filtrate was concentrated under reduced pressure. A saturated aqueous potassium hydrogen sulfate solution was added to the resulting filtrate until a pH thereof became 4. The mixture was extracted with ethyl acetate (200 mL×2), and the organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the titled reference compound (0.33 g) as a colorless oily product (Yield: 30%). [tabl0013-en] [Table 13] Reference compound 7-1 1H-NMR (500MHz, CDCl3) delta 4.62 (1H, dd, J = 7.6, 4.8Hz), 4.31 (1H, dd, J = 8.9, 7.6Hz), 4.20 (1H, dd, J = 8.9, 4.8 Hz), 1.54 (3H, s), 1.42 (3H, s)

References: [1]ACS Catalysis,2018,vol. 8,p. 6738 - 6744.
[2]Patent: JP2005/75784,2005,A .Location in patent: Page/Page column 16-17; 22.
[3]Angewandte Chemie - International Edition,2009,vol. 48,p. 559 - 563.
[4]Patent: WO2016/44770,2016,A1 .Location in patent: Page/Page column 711.
[5]Patent: EP3342768,2018,A1 .Location in patent: Paragraph 0123.
[6]Helvetica Chimica Acta,1935,vol. 18,p. 598,599.
[7]Chemistry of Penicillin,.
[8]Chemical Communications,1998,p. 2361 - 2362.
[9]Patent: WO2004/22530,2004,A1 .Location in patent: Page 33, 36.
[10]Organic Process Research and Development,2004,vol. 8,p. 931 - 938.

3
[ 77-78-1 ]
[ 5736-06-1 ]
[ 108865-84-5 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

4
[ 108865-84-5 ]
[ 60456-21-5 ]
[ 5736-06-1 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 103 - 104.

6
[ 134036-81-0 ]
[ 134022-51-8 ]
[ 5736-06-1 ]

References: [1]Tetrahedron,1991,vol. 47,p. 715 - 724.

7
[ 207502-36-1 ]
[ 5736-06-1 ]
C₄₃H₅₀N₂O₇SSi [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,1998,vol. 6,p. 441 - 463.

8
[ 186581-53-3 ]
[ 5736-06-1 ]
[ 108865-84-5 ]

References: [1]Chemical Communications,1998,p. 2361 - 2362.

10
[ 5736-06-1 ]
[ 83385-38-0 ]

References: [1]Chemical Communications,1998,p. 2361 - 2362.

11
[ 5736-06-1 ]
[ 257949-76-1 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

12
[ 5736-06-1 ]
[ 257950-11-1 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

13
[ 5736-06-1 ]
[ 257949-78-3 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

14
[ 5736-06-1 ]
[ 257949-99-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

15
[ 5736-06-1 ]
[ 257950-00-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

16
[ 5736-06-1 ]
[ 1026631-82-2 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

17
[ 5736-06-1 ]
[ 158091-91-9 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1661 - 1664.

18
[ 14131-84-1 ]
[ 5736-06-1 ]

References: [1]Tetrahedron,1991,vol. 47,p. 715 - 724.

19
[ 7306-64-1 ]
[ 5736-06-1 ]

References: [1]Tetrahedron,1991,vol. 47,p. 715 - 724.

20
[ 5736-06-1 ]
[ 90493-96-2 ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride; In dichloromethane; at 20℃; for 16h;	To a solution of compound 2 (100 mg, 0.68 mmol) in DCM (5 mL) was added oxalyldichloride (432 mg, 3.4 mmol). The resulting mixture was stirred at rt for 16 h. The mixture was concentrated to give the crude product, 2,2-dimethyl-1,3-dioxolane-4-carbonyl chloride (100 mg, 89%).

References: [1]Patent: WO2004/22530,2004,A1 .Location in patent: Page 33, 36.
[2]Patent: WO2016/44770,2016,A1 .Location in patent: Page/Page column 711.

21
(trimethylsilyl)diazomethane [ No CAS ]
[ 5736-06-1 ]
[ 108865-84-5 ]

References: [1]Patent: JP2005/75784,2005,A .Location in patent: Page/Page column 16; 22.

22
[ 5736-06-1 ]
[ 135547-99-8 ]

Yield	Reaction Conditions	Operation in experiment
79%		After seeding with a few mg of the first crop of crystals and stirring for 4 days at 20 C., the precipitate was isolated analogously as described above. Yield: 45 g of calcium 2,2-dimethyl-1,3-dioxolane-4-carboxylate (content of 79% calculated as free acid and 96% e.e. in R-form). In the second mother liquor there was left 54 g of <strong>[5736-06-1]2,2-dimethyl-1,3-dioxolane-4-carboxylic acid</strong> (14% e.e. in R-form) as a mixture of its calcium and sodium salts.

References: [1]Patent: US5164519,1992,A .

23
[ 53123-88-9 ]
[ 5736-06-1 ]
rapamycin 42-ester with 2,2-dimethyl[1,3]dioxalane-4-carboxylic acid [ No CAS ]
rapamycin 31,42-dester with 2,2-dimethyl[1,3]dioxalane-4-carboxylic acid [ No CAS ]

References: [1]Patent: EP1266899,2002,A2 .Location in patent: Example 5,6.

24
[ 5736-06-1 ]
[ 18107-18-1 ]
[ 108865-84-5 ]

References: [1]Organic Process Research and Development,2004,vol. 8,p. 931 - 938.

25
[ 112-53-8 ]
[ 5736-06-1 ]
dodecyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76.4%	With dmap; dicyclohexyl-carbodiimide; In chloroform; for 7h;	To a solution of compound 6 (1.6213 g, 11.1 mmol) in 35 mL of CHCl3 were added 12-dodecanol (2.2920 g, 12.3 mmol), DMAP (1.5027 g, 12.3 mmol), and DCC (2.5379 g, 12.3 mmol) and the mixture was stirred for 7 h. The DCC-urea that formed was filtered off, and the solvent was evaporated. The residue was dissolved in CH2Cl2 and purified on a silica gel column packed and eluted with CH2Cl2. The fractions containing the product were combined, evaporated, dissolved in benzene, and freeze-dried to give 7a (2.8202 g, 76.4%) as colorless wax. IR (CHCl3): 1740br cm-1; 1H NMR (CDCl3, 200 MHz) delta 0.86 (br t, 3H), 1.24 (br s, 18H), 1.39 (s, 3H), 1.48 (s, 3H), 1.64 (m, 2H), 4.18 (m, 4H), 4.56 (t, 1H, J=6.2 Hz). 13C NMR (CDCl3, 50 MHz) delta 14.2, 22.8, 25.7, 25.9, 26.0, 28.7, 29.3, 29.5, 29.6, 29.7, 29.7, 32.0, 65.6, 67.5, 74.3, 111.4, 171.4. Rf (CH2Cl2) 0.69. [alpha]D20 -10.4 (c 1.02, CHCl3/MeOH 4:1), known compound.

References: [1]Tetrahedron,2014,vol. 70,p. 3155 - 3165.

26
[ 1038533-92-4 ]
[ 5736-06-1 ]
12-[(4-methyl-2-oxo-2H-chromen-7-yl)thio]dodecyl 2,2-dimethyl-1,3-dioxolane-4-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88.2%	With dmap; dicyclohexyl-carbodiimide; In chloroform; for 6h;	To a solution of 6 (0.400 g, 2.7 mmol) in 25 mL CHCl3 were added 7-[(12-hydroxydodecyl)thio]-4-methyl-2H-chromen-2-one (0.8010 g, 2.1 mmol), DMAP (0.2598 g, 2.1 mmol), and DCC (0.5614 g, 2.1 mmol). The mixture was stirred for 6 h, then the DCC-urea that formed was filtered and the solvent was evaporated. The residue was re-dissolved in CHCl3 and purified on a silica gel column packed with CHCl3 and eluted with CHCl3/EtOAc (20:1). The fractions containing the product were combined, evaporated, dissolved in benzene, and freeze-dried to give 7b (0.9342 g, 88.2%) as a white solid. IR (CHCl3): 3257, 1732br, 1621, 1246 cm-1; 1H NMR (CDCl3, 200 MHz) delta 1.17 (br s, 16H), 1.30 (s, 3H), 1.39 (s, 3H), 1.56 (m, 4H), 2.28 (s, 3H), 2.87 (t, 2H, J=7.2 Hz), 4.05 (m, 4H), 4.48 (t, 1H, J=5.4 Hz), 6.06 (s, 1H), 7.03 (m, 2H), 7.33 (d, 1H, J=8.1 Hz). 13C NMR (CDCl3, 50 MHz) delta 18.2, 25.2, 25.4, 25.5, 28.2, 28.3, 28.6, 28.8, 29.1, 31.7, 65.1, 67.0, 73.8, 110.9, 113.2, 116.5, 122.4, 124.2, 143.5, 151.9, 153.5, 160.1, 171.0. Rf (CHCl3/EtOAc 20:1) 0.67. [alpha]D20 -9.7 (c 0.99, CHCl3), known compound.

References: [1]Tetrahedron,2014,vol. 70,p. 3155 - 3165.

27
[ 124-22-1 ]
[ 5736-06-1 ]
N-dodecyl-2,2-dimethyl-1,3-dioxolane-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90.3%	With dmap; dicyclohexyl-carbodiimide; In chloroform; at 20℃; for 16h;	To a solution of 6 (1.5009 g, 0.0103 mmol) in 40 mL of CHCl3 were added 12-dodecylamine (2.2909 g, 12.4 mmol), DMAP (1.3812 g, 11.3 mmol), and DCC (2.3315 g, 11.3 mmol) and the mixture was stirred at room temperature for 16 h. The DCC-urea that formed was filtered and the solvent was evaporated. The residue was re-dissolved in CHCl3 and purified on a silica gel column packed with CHCl3 and eluted with CHCl3/EtOAc (10:1). The fractions containing the product were combined, evaporated, re-dissolved in benzene, and freeze-dried to give 8 (2.9162 g, 90.3%) as colorless oil that solidified in the freezer. IR (CHCl3): 3345, 1680br cm-1; 1H NMR (CDCl3, 200 MHz) delta 0.83 (br t, 3H), 1.21 (br s, 18H), 1.35 (s, 3H), 1.42 (s, 3H), 1.69 (m, 2H), 3.24 (m, 2H), 4.04 (m, 1H), 4.23 (br t, 1H), 4.43 (br t, 1H), 6.58 (m, 1H). 13C NMR (CDCl3, 50 MHz) delta 14.0, 22.5, 24.5, 24.9, 26.0, 26.7, 29.1, 29.2, 29.4, 29.5, 30.6, 31.8, 38.8, 67.6, 74.9, 110.9, 170.9. Rf (CHCl3/EtOAc 5:1) 0.80. [alpha]D20 -12.4 (c 1.03, CHCl3), known compound.

References: [1]Tetrahedron,2014,vol. 70,p. 3155 - 3165.

28
[ 5736-06-1 ]
N-(3'-(2-(benzyl((S)-1-cyclopropylethyl)amino)-2-oxoethyl)-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-5-yl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide [ No CAS ]

References: [1]Patent: WO2016/44770,2016,A1 .

29
2-(((3R,4S)-3-fluoropiperidin-4-yl)oxy)-5-(4-((3-methyl-4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)amino)-1,3,5-triazin-2-yl)benzonitrile [ No CAS ]
[ 5736-06-1 ]
2-(((3R,4S)-1-(2,2-dimethyl-1,3-dioxolane-4-carbonyl)-3-fluoropiperidin-4-yl)oxy)-5-(4-((3-methyl-4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)amino)-1,3,5-triazin-2-yl)benzonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; for 2h;	2-(((3R,4S)-3-fluoropiperidin-4-yl)oxy)-5-(4-((3-methyl-4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)amino)-1,3,5-triazin-2-yl)benzonitrile (100 mg, 0.184 mmol, 1 equiv) was dissolved in 5 mL dimethylformamide and to that was added racemic <strong>[5736-06-1]2,2-dimethyl-1,3-dioxolane-4-carboxylic acid</strong> (2 equivs, 54 mg, 0.367 mmol), diisopropylethylamine (DIEA, 3 equivs, 96 uL, 0.551 mmol) and (1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate) (HATU, 2 equivs, 140 mg, 0.367 mmol) and the reaction allowed to proceed for two hours. LCMS showed reaction complete and 100 mL water was then added to quench the reaction. The crude was extracted into 100 mL of 10% methanol/dichloromethane and then dried over sodium sulfate. The crude solution was then filtered, concentrated on a rotary evaporator and then flashed on silica gel employing an ISCO purification system using a gradient of 0-15% methanol/dichloromethane yielding 84 mg of the racemic ketal (68%) as a light yellow solid.

References: [1]Patent: US2016/96827,2016,A1 .Location in patent: Paragraph 1884.

30
[ 109-89-7 ]
[ 5736-06-1 ]
[ 855526-45-3 ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20℃;	(0310) Following general procedures A and B, diethylamine (1.2 eq) was added to a mixture of <strong>[5736-06-1]2,2-dimethyl-1,3-dioxolane-4-carboxylic acid</strong> (2.0 g, 1.0 eq), EDAC (or HBTU or PyBOP) (2.0 eq), TEA (3.0 eq), and DMAP (ca. 1.0 eq) in DCM (50 mL). The mixture was stirred at 0 C. for 1 h and then at 20 C. overnight. The reaction was concentrated in vacuo to a residue and then purified by reverse-phase (C-18) liquid chromatography using water and acetonitrile as eluents to yield compound (1a). (0311) A solution of compound (1a) (2.0 g) in 70% aqueous acetic acid (50 mL) was refluxed for 1 h, concentrated to a residue, and then purified by reverse-phase (C-18) liquid chromatography using water and acetonitrile as eluents to yield compound (1b). (0312) Alternatively, a solution of compound (1a) (2.0 g) in a mixture of water and acetonitrile (25 mL) and concentrated H2SO4 (1 to 5 mL) was stirred at 20 C. overnight, concentrated to a residue, and then purified by reverse-phase (C-18) liquid chromatography using water and acetonitrile as eluents to yield compound (1b). (0313) Methyl hydrogen fumarate (MHF) (0.50 g, 1.0 eq) was added to a mixture of compound (1b) (1.5 eq), EDAC (or HBTU or PyBOP) (2.0 eq), TEA (3.0 eq), and DMAP (ca. 1.0 eq) in DCM (20 mL). The mixture was stirred at 0 C. for 1 h and then at 20 C. overnight. The reaction was concentrated in vacuo to a residue and then purified by reverse-phase (C-18) liquid chromatography using water and acetonitrile as eluents to yield compound ( 1). MS (ESI): m/z 274.1 (M+H)+

References: [1]Patent: US2016/318848,2016,A1 .Location in patent: Paragraph 0309-0313.

31
[ 124-40-3 ]
[ 5736-06-1 ]
2,2-Dimethyl-[1,3]dioxolane-4-carboxylic acid dimethylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20℃;	Dimethylamine (1.2 eq) was added to a mixture of <strong>[5736-06-1]2,2-dimethyl-1,3-dioxolane-4-carboxylic acid</strong> (5.0 g, 1.0 eq), EDAC (or HBTU or PyBOP) (2.0 eq), TEA (3.0 eq), and DMAP (ca. 1.0 eq) in DCM (100 mL). The mixture was stirred at 0 C. for 1 h and then at 20 C. overnight. The mixture was concentrated in vacuo to a residue, diluted with EtOAc, washed with aq. NaHCO3 and brine, concentrated to a residue, and purified by silica gel column chromatography using a mixture of EtOAc and hexanes to yield compound (1a).
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20℃;	Dimethylamine (1.2 eq) was added to a mixture of2,2-dimethyl-i,3-dioxolane-4-carboxylic acid (5.0 g, 1.0 eq), EDAC (or HETU or PyBOP) (2.0 eq), TEA (3.0 eq), and DMAP (ca. 1.0 eq) in DCM (100 mE). The mixture was stirred at 0 C. for 1 hand then at 20 C. overnight. The mixture was concentrated in vacuo to a residue, diluted with EtOAc, washed with aq. NaHCO3 and brine, concentrated to a residue, and purified by silica gel column chromatography using a mixture of EtOAc and hexanes to yield compound

References: [1]Patent: US9532968,2017,B1 .Location in patent: Page/Page column 59.
[2]Patent: US2017/56358,2017,A1 .Location in patent: Paragraph 0298.

32
[ 5736-03-8 ]
[ 5736-06-1 ]

References: [1]ACS Catalysis,2018,vol. 8,p. 6738 - 6744.

33
3-(4-(2-aminoethoxy)-1,2,5-oxadiazol-3-yl)-4-(3-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one [ No CAS ]
[ 5736-06-1 ]
N-(2-((4-(4-(3-chloro-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		To a stirred solution of 2,2-dimethyl-1 ,3-dioxolane-4-carboxylic acid (0.40 mL, 2.93 mmol) in DCM (15.0 mL) DI PEA (1 .5 mL, 8.79 mmol), DCC (0.603 g, 2.93 mmol) and HOBt (0.4 g, 2.93 mmol) were added and the mixture was stirred for 20 min at rt. Then 3- (4-(2-aminoethoxy)-1 ,2,5-oxadiazol-3-yl)-4-(3-chloro-4-fluorophenyl)-1 ,2,4-oxadiazol- 5(4H)-one (Int 1/1 ) was added (1 .0 g, 2.93 mmol) and the mixture was stirred for 16 h at rt. The mixture was poured in ice cold water. Aqueous layer was extracted with DCM (2 x 100 mL). The combined organic layers were washed with water, dried over anhydrous Na2S0 , filtered and concentrated to dryness. The residue was purified by column chromatography (DCM/MeOH 95:5) to give the title compound as off white solid.

References: [1]Patent: WO2018/83241,2018,A1 .Location in patent: Page/Page column 107.

34
3-(4-(2-aminoethoxy)-1,2,5-oxadiazol-3-yl)-4-(3-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one [ No CAS ]
[ 5736-06-1 ]
N-(2-((4-(N-(3-chloro-4-fluorophenyl)-N-hydroxycarbamimidoyl)-1,2,5-oxadiazol-3-yl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide [ No CAS ]

References: [1]Patent: WO2018/83241,2018,A1 .

Historical Records

Technical Information

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

Similar Product of
[ 5736-06-1 ]

A371671 [83400-91-3]

Potassium 2,2-dimethyl-1,3-dioxolane-4-carboxylate

Reason:

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

{[proInfo.proName]}

CAS No.: 5736-06-1

{[proInfo.proName]}