80575-10-6

Basic information

• Product Name: methyl (3S,5R,6R)-6-bromo-6-<(R)-1-hydroxyethyl>penicillanate
• Synonyms: methyl (3S,5R,6R)-6-bromo-6-<(R)-1-hydroxyethyl>penicillanate
• CAS NO: 80575-10-6
• Molecular Weight: 338.222
• Mol File: 80575-10-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (3S,5R,6R)-6-bromo-6-<(R)-1-hydroxyethyl>penicillanate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (3S,5R,6R)-6-bromo-6-<(R)-1-hydroxyethyl>penicillanate(80575-10-6)
• EPA Substance Registry System: methyl (3S,5R,6R)-6-bromo-6-<(R)-1-hydroxyethyl>penicillanate(80575-10-6)

Safety Data

• Hazardous Substances Data: 80575-10-6(Hazardous Substances Data)

Upstream product

• 104862-33-1 (2S,5R,6R)-6-Bromo-6-iodo-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester 
• 75-07-0 acetaldehyde 
• 24138-27-0 methyl-6,6-dibromopenicillanate 
• 24158-88-1 6,6-dibromopenicillanic acid 

Downstream Products

• 383186-38-7 (3S,4R)-4-benzenesulfonyl-3-((1R)-1-(tert-butyldimethylsilanyloxy)-ethyl)-azetidin-2-one 
• 85281-73-8 (3S,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)-ethyl]-4-phenylthio-2-azetidinone 
• 74189-21-2 (2S,6R)-6-((R)-1-Hydroxy-ethyl)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester 

Relevant articles and documents

STEREOSELECTIVITY IN 6-HALOPENICILLANATE GRIGNARD REACTIONS

Structural modifications of 6-halopenicillanate Grignards result in increased "aldol" stereoselectivity.The intermediacy of tetrahedral penicillin carbanions in THF and β-lactam enolates in CH2Cl2/toluene is proposed.

SYNTHESIS OF OPTICALLY ACTIVE PENEMS

A general synthesis for optically active penems is described.Penems undergo a novel thermal isomerisation reaction.