182268-28-6

Basic information

• Product Name: benzyl (-)-(6S,7S)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Synonyms: benzyl (-)-(6S,7S)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS NO: 182268-28-6
• Molecular Weight: 304.37
• Mol File: 182268-28-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: benzyl (-)-(6S,7S)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (-)-(6S,7S)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate(182268-28-6)
• EPA Substance Registry System: benzyl (-)-(6S,7S)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate(182268-28-6)

Safety Data

• Hazardous Substances Data: 182268-28-6(Hazardous Substances Data)

Upstream product

• 182186-48-7 benzyl (-)-(6S,7S)-3-methyl-8-oxo-5-thia-7-(4-toluenesulfenamido)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182186-35-2 (6S,7S)-benzyl 7-(1,3-dioxoisoindolin-2-yl)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182268-37-7 benzyl (-)-(6S,7S)-3-methyl-7-(4-nitrobenzenesulfenamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 59034-26-3 (2S,5R,6R)-benzyl 6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 59034-30-9 benzyl (-)-(2S,5S,6R)-3,3-dimethyl-7-oxo-6-phthalimido-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 551-16-6 6-Aminopenicillanic Acid 
• 66363-43-7 (2S,5R,6S)-benzyl 6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 20425-27-8 (2S,5R,6R)-6-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 
• 182186-44-3 benzyl (-)-(6S)-3-methyl-7-[[(4-methylphenyl)thio]imino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182186-42-1 benzyl (-)-(6S,7R)-3-methyl-7-[[(4-nitrophenyl)thio]imino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182268-34-4 benzyl (-)-(6S,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182186-38-5 benzyl (-)-(6S,7R)-3-methyl-8-oxo-7-phthalimido-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182186-39-6 benzyl (-)-(6S,7R)-3-methyl-7-(4-nitrobenzenesulfenamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182268-33-3 benzyl (-)-(2S,4S,5S,6R)-3,3-dimethyl-7-oxo-6-phthalimido-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide 

Downstream Products

• 182268-30-0 benzyl (-)-(6S,7S)-3-methyl-8-oxo-7-phenylacetamido-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 182268-29-7 benzyl (-)-(6S,7S)-3-methyl-8-oxo-7-phenoxyacetamido-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 

Relevant articles and documents

PEPTIDE ANTIBIOTICS AND METHODS OF USE THEREOF

The invention features peptide antibiotic compositions and methods of using such compositions for the treatment of bacterial infections (e.g., vancomycin resistant infections).

Syntheses of (6S,7S)- and (6S,7R)-deacetoxycephalosporanic acids from 6-aminopenicillanic acid

Two practical (i.e. applicable to multigram scale synthesis) approaches to (6S,7S)-cephalosporins (i.e. the enantiomers of naturally occuring cephalosporins) and the (6S)-epimers of cephalosporins from readily available (2S,5R,6R)-6-aminopenicillanic acid