181378-55-2

Basic information

• Product Name: Oxiranecarboxylic acid, 3-butyl-, trans- (9CI)
• Synonyms: Oxiranecarboxylic acid, 3-butyl-, trans- (9CI)
• CAS NO: 181378-55-2
• Molecular Formula: C7H12O3
• Molecular Weight: 144.16838
• Product Categories: EPOXYDE;CARBOXYLICACID
• Mol File: 181378-55-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Oxiranecarboxylic acid, 3-butyl-, trans- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranecarboxylic acid, 3-butyl-, trans- (9CI)(181378-55-2)
• EPA Substance Registry System: Oxiranecarboxylic acid, 3-butyl-, trans- (9CI)(181378-55-2)

Safety Data

• Hazardous Substances Data: 181378-55-2(Hazardous Substances Data)

Upstream product

• 97275-47-3 (2S,3S)-(3-butyloxiranyl)methyl alcohol 
• 104528-17-8 (2R,3R)-(3-butyloxiranyl)methyl alcohol 
• 110-62-3 pentanal 
• 139618-55-6 Ethyl trans-3-butyloxirane-2-carboxylate 
• 76639-81-1 ((2R,3S)-3-Butyl-oxiranyl)-methanol 

Relevant articles and documents

Carboxylate-stabilised sulfur ylides (thetin salts) in asymmetric epoxidation for the synthesis of glycidic acids. Mechanism and implications

The reaction of carboxylate-stabilised sulfur ylides (thetin salts) with aldehydes and ketones has been investigated. Using both achiral and chiral sulfur ylides, good yields were obtained with dimsylsodium or LHMDS as bases in DMSO or THF-DMSO mixtures.

Hydroxamic acid derivatives as potent peptide deformylase inhibitors and antibacterial agents

Low-molecular-weight β-sulfonyl- and β-sulfinylhydroxamic acid derivatives have been synthesized and found to be potent inhibitors of Escherichia coli peptide deformylase (PDF). Most of the compounds synthesized and tested displayed antibacterial activities that cover several pathogens found in respiratory tract infections, including Chlamydia pneumoniae, Mycoplasma pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. The potential of these compounds as antibacterial agents is discussed with respect to selectivity, intracellular concentrations in bacteria, and potential for resistance development.

A general stereospecific synthesis of γ-hydroxy-α,β-unsaturated esters

A stereospecific synthesis of optically active γ-hydroxy-α,β-unsaturated esters is achieved, involving successively the Sharpless epoxidation of allylic alcohols, oxidation to glycidic acids, conversion into α,β-epoxy diazomethyl ketones, and irradiation in ethanol at 300 nm. Intermediates in the photo-induced rearrangement are epoxy ketenes, which undergo ethanolysis with simultaneous opening of the epoxide, preferably via a transition state involving the s-trans conformation.