80282-05-9

Basic information

• Product Name: benzyl (2S,5R,6R)-(E)-7-cyanomethylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate
• CAS NO: 80282-05-9
• Molecular Weight: 463.557
• Mol File: 80282-05-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: benzyl (2S,5R,6R)-(E)-7-cyanomethylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (2S,5R,6R)-(E)-7-cyanomethylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate(80282-05-9)
• EPA Substance Registry System: benzyl (2S,5R,6R)-(E)-7-cyanomethylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate(80282-05-9)

Safety Data

• Hazardous Substances Data: 80282-05-9(Hazardous Substances Data)

Upstream product

• 61-33-6 penicillin G 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 80282-03-7 benzyl (2S,5R,6R)-(E)-7-methoxycarbonylmethylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate 
• 80282-02-6 benzyl (2S,5R,6R)-(Z)-7-methoxycarbonylmethylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate 
• 1256-06-0 (2S,5R,6R)-benzyl-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 85380-71-8 lithium (2S,5R,6R)-7-methoxycarbonyl-(E)-methylene-3,3-dimethyl-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>-heptane-2-carboxylate 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Wittig Reactions with β-Lactam Carbonyl Functions. The Effect of C-7 Substitution on the Chemistry of Penicillins and Clavulanic Acid Derivatives.

The Wittig reaction of phosphoranes and phosphonates with the carbonyl function of mono- and bicyclic β-lactams has been studied and the inluence of phosphorane and β-lactam reactivities on the outcome of the reaction noted.The utility and general chemist

Wittig Reactions with β-Lactam Carbonyls: A Convenient Means of Protection. X-Ray Crystal Structure of p-Nitrobenzyl-(2R,5R)-Z-7-Methoxycarbonylmethylene-Z-3-(β-phthalimidoethylidene)-4-oxa-1-azabicycloheptane-2-carboxylate

Clavulanic acid derivatives and penicillin V esters undergo Wittig reactions at the β-lactam carbonyl and the β-lactam can be regenerated by low-temperature ozonolysis; the crystal structure of one of the products is reported.