4509-09-5

Basic information

• Product Name: methyl 3,4-epoxybutyrate
• Synonyms: methyl 3,4-epoxybutyrate;Oxirane-2-acetic acid methyl ester;Oxiraneacetic acid methyl ester;Einecs 224-826-8
• CAS NO: 4509-09-5
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.11522
• EINECS: 224-826-8
• Mol File: 4509-09-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 135.2°C at 760 mmHg
• Flash Point: 65.8°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 7.82mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: methyl 3,4-epoxybutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,4-epoxybutyrate(4509-09-5)
• EPA Substance Registry System: methyl 3,4-epoxybutyrate(4509-09-5)

Safety Data

• Hazardous Substances Data: 4509-09-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H8O3/c1-7-5(6)2-4-3-8-4/h4H,2-3H2,1H3

Upstream product

• 67-56-1 methanol 
• 625-38-7 but-3-enoic acid 
• 3724-55-8 methyl but-3-enoate 
• 32807-28-6 Methyl 4-chloroacetoacetate 
• 10488-68-3 methyl 4-chloro-3-hydroxybutanoate 

Downstream Products

• 88496-70-2 methyl (R)-4-chloro-3-hydroxybutyrate 
• 86728-93-0 methyl (S)-4-chloro-3-hydroxybutanoate 
• 141942-84-9 (R)-methyl (3-hydroxy-4-cyano)-butanoate 
• 150966-86-2 (S)-3-hydroxy-4-cyanobutyric acid methylester 
• 68252-28-8 oxiracetam 
• 3724-55-8 methyl but-3-enoate 
• 124718-87-2 2-azido-1-phenylethan-1-ol 
• 124718-93-0 2-azido-2-phenylethanol 
• 42558-50-9 methyl (S)-3-hydroxyvalerate 

Relevant articles and documents

-

-

Biocatalytic cascade for the synthesis of enantiopure β-azidoalcohols and β-hydroxynitriles

A three-step, two-enzyme, one-pot reaction sequence starting from prochiral a-chloroketones leading to enantiopure (3- azidoalcohols and (3-hydroxynitriles is described. Asymmetric bioreduction of a-chloroketones by hydrogen transfer catalysed by an alcohol dehydrogenase (ADH) established the stereogenic centre in the first step to furnish enantiopure chlorohydrin intermediates. Subsequent biocatalysed ring closure to the epoxide and nucleophilic ring opening with azide, N3-, or cyanide, CN-, both catalysed by a nonselective halohydrin dehalogenase (Hhe) proceeded with full retention of configuration to give enantiopure (-azidoalcohols and (3-hydroxynitriles, respectively. Both enantiomers of various optically pure (-azidoalcohols and (-hydroxynitriles were synthesised.

KINETIC RESOLUTION OF RACEMIC β,γ-EPOXY ESTERS WITH PIG LIVER ESTERASE (PLE, E.C. 3.1.1.1.)

The β,γ-epoxy esters (+/-)-2 to (+/-)-6 were synthetisized.The E-values of kinetic resolution of 2, 3, 4, and 6 with PLE and the absolute configuration of the products of the hydrolysis were determined by the conversion to known compounds.