110508-08-2

Basic information

• Product Name: ETHYL (2S,3S)-2,3-EPOXY-3-METHYLPROPANOATE
• Synonyms: (2S,3S)-2,3-(-)-EPOXYBUTYRIC ACID ETHYL ESTER;ETHYL (2S,3S)-2,3-EPOXY-3-METHYLPROPANOATE;ETHYL (2S,3S)-2,3-EPOXY-3-METHYLPROPIONATE;ETHYL (2S,3S)-3-METHYL-2-OXIRANECARBOXYLATE;Oxiranecarboxylic acid, 3-methyl-, ethyl ester, (2S,3S)- (9CI);Ethyl (2S,3S)-2,3-epoxy-3-methylpropanoate, GC 99%;ETHYL (2S,3S)-2,3-EPOXYBUTYRATE;3-METHYL-(2S,3S)-OXIRANECARBOXYLIC ACID ETHYL ESTER
• CAS NO: 110508-08-2
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14
• Product Categories: EPOXYDE;Chiral Compound
• Mol File: 110508-08-2.mol

Chemical Properties

• Boiling Point: 77 °C (20 mmHg)
• Flash Point: 45 °C
• Appearance: /
• Density: 1.099g/cm³
• Vapor Pressure: 6.86mmHg at 25°C
• Refractive Index: 1.42-1.422
• CAS DataBase Reference: ETHYL (2S,3S)-2,3-EPOXY-3-METHYLPROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL (2S,3S)-2,3-EPOXY-3-METHYLPROPANOATE(110508-08-2)
• EPA Substance Registry System: ETHYL (2S,3S)-2,3-EPOXY-3-METHYLPROPANOATE(110508-08-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-10
• Safety Statements: 16
• Hazardous Substances Data: 110508-08-2(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

InChI:InChI=1/C6H10O3/c1-3-8-6(7)5-4(2)9-5/h4-5H,3H2,1-2H3/t4-,5-/m0/s1

Upstream product

• 89490-41-5 (S)-2-Chloro-3-hydroxy-butyric acid ethyl ester 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 136805-79-3 ethyl 2-<(p-nitrobenzenesulfonyl)oxy>-3-hydroxybutanoate 
• 136805-79-3 ethyl 2-<(p-nitrobenzenesulfonyl)oxy>-3-hydroxybutanoate 
• 623-73-4 diazoacetic acid ethyl ester 
• 75-07-0 acetaldehyde 
• 113791-25-6 1,3-bis<(trimethylsilyl)oxy>-1-ethoxy-butene 
• 124716-79-6 Ethyl 2-<<(p-nitrophenyl)sulfonyl>oxy>acetoacetate 
• 64-67-5 diethyl sulfate 
• 138877-01-7 (2R,3S)-2-Bromo-3-hydroxybutanoic acid 

Downstream Products

• 821783-49-7 ethyl (2R,3S)-2-(4-chlorophenoxy)-3-hydroxybutanoate 

Relevant articles and documents

A Convenient Synthesis of Enantiomerically Pure (2R,3S)- and (2S,3R)-3-Hydroxy-2-methylbutanoic Esters

Both enantiomers of erythro methyl or ethyl 3-hydroxy-2-methylbutanoate were prepared by reaction of lithium dimethylcuprate with enantiomerically pure cis-2,3-epoxybutanoic esters derived from L- or D-threonine.

The synthesis of solvent-free glycidic esters from diazoesters and carbonyl compounds catalysed by lanthanide trifiates

The results of the reaction between ethyl diazoacetate and carbonyl compounds catalysed by lanthanide triflates are described. Aldehydes, and α-unsubstituted and α-monosubstituted cyclohexanones react to give the selective formation of α,β-epoxy esters (g

Practical synthesis of optically pure methyl (2R,3S)-2,3-epoxybutanoate via microbial asymmetric reduction of α-chloroacetoacetate

Asymmetric reduction of ethyl α-chloroacetoacetate (3) with Baker's yeast followed by treatment with sodium ethoxide afforded a mixture of ethyl (2R,3S)-(8) and (2S,3S)-2,3-epoxybutanoate (9) (8/9, 85:15), which could be converted into the optically pure methyl (2R,3S)-2,3-epoxybutanoate (25) via one recrystallization of the brucine salt of the diastereomeric mixture of the corresponding epoxy acid.

Synthesis and Reactions of 3-Hydroxy-2-nosyloxy Esters Produced by the Stereoselective Reduction of 2-Nosyloxy-3-keto Esters

The reduction of 2-nosyloxy-3-keto esters is an effective method for the preparation of 3-hydroxy-2-nosyloxy esters.The reduction is stereoselective for the syn isomer.The anti isomer can be produced as the major product by the addition of p-nitrobenzenesulfonyl peroxide to ketene bis-silyl acetal derivatives of 3-hydroxy esters.The diastereomers are separable chromatographically and can be converted stereospecifically to glycidic esters and 2-azido-3-hydroxy esters.As such they appear to have excellent potential as versatile synthetic intermediates for the synthesis of 1,2,3-trifunctional substances.