61375-82-4

Upstream product

• 61375-83-5 (R)-2-[(2R,3R)-2-Chlorosulfinyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid 4-nitro-benzyl ester 

Downstream Products

• 40704-42-5 p-Nitrobenzyl 7-(phenoxyacetamido)-3-methylenecepham-4-carboxylate 
• 62987-31-9 (6R)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 62987-30-8 (6R)-3-acetoxymethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 62987-29-5 (6R)-3-iodomethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 39876-55-6 (6R)-3-bromomethyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 129544-64-5 C₂₄H₂₃N₃O₈S 
• 129544-65-6 (2R,3S,6R,7R)-8-Oxo-7-(2-phenoxy-acetylamino)-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 4-nitro-benzyl ester 
• 129544-66-7 (2R,3S,6R,7R)-5,8-Dioxo-7-(2-phenoxy-acetylamino)-3-vinyl-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 4-nitro-benzyl ester 
• 129544-63-4 C₂₄H₂₃N₃O₇S 
• 69265-58-3 (2R,6R,7R)-3-Methylene-5,5,8-trioxo-7-(2-phenoxy-acetylamino)-5λ⁶-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 4-nitro-benzyl ester 
• 60761-30-0 (6R)-3-methylene-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

Use of a novel reagent in the synthesis of 3-exomethylenecephams

An improved synthesis of 3-exomethylene cephams, employing the use of ZnCl2-Et2O complex has been described.

Process for the preparation of 3-exomethylene cepham derivatives

A process is provided for the preparation of 3-methylene and 3-halomethylene cepham derivatives via 3-phosphoniomethyl-3-cephem derivatives, which in turn can be prepared from 3-halomethyl-3-cephem derivatives. The preparation can be carried out with or without isolating the intermediate phosphonium cephem compounds. The 3-methylene and 3-halomethylene cepham derivatives and in particular the 1-oxo and 1,1-dioxo cepham compounds are also prepared by reducing a 3-halomethyl-3-cephem derivative with activated metal, preferably zinc or magnesium.