93061-20-2|(2R,3R)-3-(Ethoxycarbonyl)oxirane-2-carboxylic acid| Ambeed

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Quality Control of [ 93061-20-2 ] Purity: 98% SDS Specification

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Product Details of [ 93061-20-2 ]

CAS No. :	93061-20-2
Formula :	C₆H₈O₅
M.W :	160.12
SMILES Code :	O=C([C@@H]1O[C@H]1C(O)=O)OCC
MDL No. :	MFCD18829017
InChI Key :	MWMZDXCRDIBPCO-QWWZWVQMSA-N
Pubchem ID :	13150798

Safety of [ 93061-20-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 93061-20-2 ]

* 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 [ 93061-20-2 ]

[ 93061-20-2 ] Synthesis Path-Downstream 1~35

1
[ 6066-82-6 ]
[ 93061-20-2 ]
[ 159517-12-1 ]

References: [1]Tetrahedron,1994,vol. 50,p. 8381 - 8392.

2
[ 100-02-7 ]
[ 93061-20-2 ]
[ 100569-81-1 ]

References: [1]Chemical and Pharmaceutical Bulletin,1987,vol. 35,p. 1098 - 1104.

3
[ 771-61-9 ]
[ 93061-20-2 ]
[ 1027190-58-4 ]

References: [1]Tetrahedron,1994,vol. 50,p. 8381 - 8392.

4
[ 74243-85-9 ]
[ 93061-20-2 ]

Yield	Reaction Conditions	Operation in experiment
80%	With ethanol; potassium hydroxide; at 0 - 20℃; for 19.0333h;	To an ice cooled solution of (2R ,3R)-diethyl 2,3 -epoxy succinate (250 mg, 1.33 mmol, Sigma-Aldrich Corporation) in ethanol (3 mL) was added dropwise a solution of potassium hydroxide (89 mg, 1.594 mmol, VWR International, LLC) in ethanol (2.0 mL) over 2 minutes. After this addition the reaction mixture was allowed to stir at 0 C for 3 h. The resulting reaction mixture became a gel-like mixture. The cooling bath was then removed and the reaction mixture was stirred for further 16 h at room temperature. Afterwards the ethanol was removed in vacuo leaving an off white solid. This salt was then taken up with 10 mL of water and washed three times with dichloride methane. The aqueous phase was acidified by addition of 2 M HC1 to pH 3 and extracted with ethyl acetate (10 mL x 3). The combined organic phase was dried over MgSCri, filtered, and concentrated in vacuo. After drying the pure product (2R,3R)-3- (ethoxycarbonyl)oxirane-2-carboxylic acid (170 mg, 1.06 mmol, 80 % yield) was obtained as a colorless oil. 1H NMR (400 MHz, CDC13) d 8.41-9.03 (brs, 1H), 4.29 (ttd, J= 3.6, 7.1, 10.7 Hz, 2H), 3.72-3.73 (m, 1H), 3.70-3.72 (m, 1H), 1.33 (t, J=1.2 Hz, 3H). [Ref: ACS Chemical Biology, 5(3), 279-285; 2010]

References: [1]Patent: WO2021/81212,2021,A1 .Location in patent: Paragraph 0317-0318.
[2]Helvetica Chimica Acta,2003,vol. 86,p. 222 - 232.
[3]Chemical and Pharmaceutical Bulletin,1987,vol. 35,p. 1098 - 1104.
[4]Tetrahedron,1994,vol. 50,p. 8381 - 8392.
[5]Journal of Medicinal Chemistry,2010,vol. 53,p. 2038 - 2050.
[6]Journal of Medicinal Chemistry,2013,vol. 56,p. 6054 - 6068.

5
[ 93061-20-2 ]
[ 110755-29-8 ]
D-trans-epoxysuccinyl-L-phenylalanylamido(3-methyl)butane ethylester [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,1993,vol. 28,p. 917 - 926.

6
[ 93061-20-2 ]
[ 154415-69-7 ]
[ 154461-40-2 ]

References: [1]European Journal of Medicinal Chemistry,1993,vol. 28,p. 917 - 926.

7
[ 93061-20-2 ]
[ 154415-70-0 ]
[ 154461-41-3 ]

References: [1]European Journal of Medicinal Chemistry,1993,vol. 28,p. 917 - 926.

8
[ 93061-20-2 ]
[ 154415-74-4 ]
[ 154461-42-4 ]

References: [1]European Journal of Medicinal Chemistry,1993,vol. 28,p. 917 - 926.

9
ethyl (2R,3R)-trans-2,3-epoxysuccinate potassium salt [ No CAS ]
[ 93061-20-2 ]

References: [1]Tetrahedron,1994,vol. 50,p. 8381 - 8392.

10
[ 74509-15-2 ]
[ 93061-20-2 ]
[ 199452-12-5 ]

References: [1]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 1789 - 1797.

11
[ 93061-20-2 ]
[ 117560-24-4 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-[(phenylmethoxy)carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

12
[ 93061-20-2 ]
[ 117560-24-4 ]
(2S,3S)-3-[[[(1S)-3-phenyl-1-[(phenylmethoxy)carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

13
[ 93061-20-2 ]
[ 325789-60-4 ]
(2S,3S)-3-[[[(1R)-1-[[(3-methylbutyl)amino]carbonyl]-3-(4-hydroxyphenyl)propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

14
[ 93061-20-2 ]
[ 500228-04-6 ]
[ 500228-07-9 ]

References: [1]Helvetica Chimica Acta,2003,vol. 86,p. 222 - 232.

15
[ 5241-58-7 ]
[ 93061-20-2 ]
(2R,3R)-3-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

16
[ 10466-61-2 ]
[ 93061-20-2 ]
(2R,3R)-3-((S)-1-Carbamoyl-3-methyl-butylcarbamoyl)-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

17
[ 64-04-0 ]
[ 93061-20-2 ]
(2R,3R)-3-Phenethylcarbamoyl-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

18
[ 93061-20-2 ]
L-alanine-benzylamide hydrochloride [ No CAS ]
(2R,3R)-3-((S)-1-Benzylcarbamoyl-ethylcarbamoyl)-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

19
[ 93061-20-2 ]
[ 646532-77-6 ]
[ 646532-01-6 ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

20
[ 93061-20-2 ]
[ 646532-80-1 ]
3-{N'-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-3-methyl-butyryl]-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl}-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

21
[ 93061-20-2 ]
[ 646532-81-2 ]
[ 646531-04-6 ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.
[2]Journal of Medicinal Chemistry,2002,vol. 45,p. 4958 - 4960.

22
[ 93061-20-2 ]
[ 646532-82-3 ]
[ 646532-36-7 ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

23
[ 93061-20-2 ]
[ 646532-79-8 ]
[ 646531-07-9 ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.
[2]Journal of Medicinal Chemistry,2002,vol. 45,p. 4958 - 4960.

24
[ 93061-20-2 ]
[ 100-46-9 ]
(2R,3R)-3-Benzylcarbamoyl-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

25
[ 93061-20-2 ]
[ 7568-93-6 ]
(2R,3R)-3-(2-Hydroxy-2-phenyl-ethylcarbamoyl)-oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1553 - 1574.

26
[ 646532-83-4 ]
[ 93061-20-2 ]
(2R,3R)-3-(N²-(N-benzyloxycarbonylleucylleucyl)-N¹-isobutylhydrazinocarbonyl)oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 4958 - 4960.

27
[ 93061-20-2 ]
[ 646532-76-5 ]
(2R,3R)-3-(N²-(N-benzyloxycarbonylalanylalanyl)-N¹-carbamoylmethylhydrazinocarbonyl)oxirane-2-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 4958 - 4960.

28
[ 93061-20-2 ]
(2S,3S)-3-[[[(1S)-3-phenyl-1-(carboxyl)propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

29
[ 93061-20-2 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-(carboxyl)propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

30
[ 93061-20-2 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-[[phenylamino]carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

31
[ 93061-20-2 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-[[(phenylmethyl)amino]carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

32
[ 93061-20-2 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-[[(4-hydroxybutyl)amino]carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

33
[ 93061-20-2 ]
(2S,3S)-3-[[[(1S)-3-phenyl-1-[[(4-hydroxybutyl)amino]carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

34
[ 93061-20-2 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-[[(5-hydroxypentyl)amino]carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

35
[ 93061-20-2 ]
(2S,3S)-3-[[[(1R)-3-phenyl-1-[[(cyclohexylmethyl)amino]carbonyl]propyl]amino]carbonyl]-oxiranecarboxylic acid ethyl ester [ No CAS ]

References: [1]Tetrahedron,2000,vol. 56,p. 9747 - 9762.

Historical Records

Technical Information

• Acyl Group Substitution • Bouveault-Blanc Reduction • Catalytic Hydrogenation • Complex Metal Hydride Reductions • Epoxidation • Ester Cleavage • Reactions of Epoxides • Reactions with Organometallic Reagents • Specialized Acylation Reagents-Carbodiimides and Related Reagents

Related Parent Nucleus of
[ 93061-20-2 ]

Epoxides

A865265 [89886-73-7]

(2S,3S)-3-(Ethoxycarbonyl)oxirane-2-carboxylic acid

Similarity: 1.00

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CAS No.: 93061-20-2

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