133995-97-8

Basic information

• Product Name: 1-Benzyloxy-4-aminomethylazetidin-2-one
• Synonyms: 1-Benzyloxy-4-aminomethylazetidin-2-one
• CAS NO: 133995-97-8
• Molecular Weight: 206.244
• Mol File: 133995-97-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Benzyloxy-4-aminomethylazetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyloxy-4-aminomethylazetidin-2-one(133995-97-8)
• EPA Substance Registry System: 1-Benzyloxy-4-aminomethylazetidin-2-one(133995-97-8)

Safety Data

• Hazardous Substances Data: 133995-97-8(Hazardous Substances Data)

Upstream product

• 924-49-2 DL-4-amino-3-hydroxybutyric acid 
• 622-33-3 N-benzyloxyamine 
• 501-53-1 benzyl chloroformate 

Relevant articles and documents

MONOCYCLIC BETA-LACTAMS AND PROCESS FOR THE PREPARATION THEREOF

Monocyclic beta-lactam compounds represented by the formula STR1 wherein R 1 is H, NH 2, acylamino, C 1 -C 4 alkyl, etc.; R 2 is e.g. C 1 -C 4 alkyl, hydroxyalkyl, aminoalkyl, carboxy, esterified carboxy, esterified carboxyalkyl, or carboxyalkyl; and R 3 is hydrogen, benzyl, substituted benzyl, pivaloyl, --SO 3 M, or --P(C-O)(OM')2; are obtained by the cyclization of an O-substituted hydroxamate of a beta-substituted alkylcarboxylic acid. For example, alpha-ethylmalic acid monobenzyl ester is reacted with O-benzylhydroxylamine to form the O-benzylhydroxamate of the free carboxy group, and the hydroxamate is cyclized with diethyl diazodicarboxylate and triphenylphosphine to form the beta-lactam of the above formula wherein R 1 is ethyl, R 2 is benzyloxycarbonyl and R 3 is benzyl. The beta-lactam compounds are useful intermediates for preparing beta-lactamase inhibitors and monocyclic beta-lactam antibiotics and, when R 3 is --SO 3 M or -P(C-O)(OM')2 the compounds and salts thereof are antibacterial agents.