89766-16-5

Basic information

• Product Name: (3S,4S)-1-<(1R)-1-carboxy-2-methylprop-2-enyl>-4-methoxy-3-phenylacetamidoazetidin-2-one
• CAS NO: 89766-16-5
• Molecular Weight: 332.356
• Mol File: 89766-16-5.mol

Chemical Properties

• CAS DataBase Reference: (3S,4S)-1-<(1R)-1-carboxy-2-methylprop-2-enyl>-4-methoxy-3-phenylacetamidoazetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4S)-1-<(1R)-1-carboxy-2-methylprop-2-enyl>-4-methoxy-3-phenylacetamidoazetidin-2-one(89766-16-5)
• EPA Substance Registry System: (3S,4S)-1-<(1R)-1-carboxy-2-methylprop-2-enyl>-4-methoxy-3-phenylacetamidoazetidin-2-one(89766-16-5)

Safety Data

• Hazardous Substances Data: 89766-16-5(Hazardous Substances Data)

Upstream product

• 79386-27-9 (1S,5R)-3-phenylmethyl-6-<(1R)-1-carboxy-2-methylprop-2-enyl>-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-7-one 
• 79386-28-0 (2R,5S,6S)-2-(1-methylethenyl)-6-phenylacetamido-4-oxa-1-azabicyclo<3.2.0>heptane-3,7-dione 
• 67-56-1 methanol 

Downstream Products

• 89766-22-3 (R)-2-((S)-3,3-Dimethoxy-2-phenylacetylamino-propionylamino)-3-methyl-but-3-enoic acid methyl ester 
• 89766-17-6 (2S)-N-<(1R)-1-carboxy-2-methylprop-2-enyl>-3,3-dimethoxy-2-phenylacetamidopropionamide 
• 89766-21-2 2-((2S,3S)-2-Methoxy-4-oxo-3-phenylacetylamino-azetidin-1-yl)-3-methyl-but-3-enoic acid methyl ester 

Relevant articles and documents

Studies related to β-lactam antibiotics. IX. Alcoholysis of a 4-oxa-1-azabicyclo[3.2.0]heptane-3,7-dione

Thermal reactions of (2R, 5S, 6S)-2-(1-methylethenyl)-6-phenylacetamido-4-oxa-1-azabicyclo[3.2.0]heptane -3,7-dione (1) with alcohols gave 2-phenylmethyl-4-→N-[(1R)-1-carboxy-2-methylprop-2-enyl]←carbamoyloxazol e (2a), (3S, 4S)-4-alkoxy-1-[(1R)-1-carboxy-2-methylprop-2-enyl]-3-phenylacetamidoazeti din-2-ones (3a, c), and (2S)-N-[(1R)-1-carboxy-2-methylprop-2-enyl]-3,3-dialkoxy-2-phenylacetamido propionamides (4a, c), probably via an intramolecular ring transformation of 1 into (1S, 5R)-3-phenylmethyl-6-[(1R)-1-carboxy-2-methylprop-2-enyl]-4-oxa-2,6-diazab icyclo[3.2.0]hept-2-en-7-one (5a) in the initial stage of the reaction.