80282-06-0

Upstream product

• 80282-00-4 benzyl (2R,5R)-(Z)-3-(β-hydroxyethylidene)-(Z)-7-methoxycarbonylmethylene-4-oxa-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 57943-84-7 Benzyl Clavulanate 
• 100-39-0 benzyl bromide 
• 85404-54-2 sodium (2R,5R)-(Z)-3-(β-hydroxyethylidene)-7-methoxycarbonyl-(Z)-methylene-4-oxa-1-azabicyclo<3.2.0>heptane-2-carboxylate 

Downstream Products

• 112672-68-1 2-acetoxy-1-benzyloxycarbonylmethyl-4-methoxycarbonyl-(Z)-methyleneazetidine 

Relevant academic research and scientific papers

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

1-Aza-[3.2.0]-bicycloheptane-2-carboxylic acid, ester or salt thereof

A 1-aza[3.2.0]bicycloheptan-2-carboxylic acid or salt or ester thereof having a substituent at position 7 of the formula: wherein R1 and R2 are independently hydrogen, halogen or an organic group.

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.