34104-27-3

Upstream product

• 55151-66-1 (6R)-3-methyl-8-oxo-7t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 103-80-0 phenylacetyl chloride 
• 33627-13-3 (6R)-3t-hydroxy-3c-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester 
• 55151-65-0 (6R)-7t-(2-carboxy-benzoylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 51415-20-4 (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 69-57-8 Penicillin G sodium 
• 34104-15-9 penicillin G 1-oxide 
• 51415-43-1 10-chloro-6β-(2-phenoxy-acetylamino)-penicillanic acid 4-nitro-benzyl ester 
• 54275-93-3 1β-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid 4-nitro-benzyl ester 
• 34708-38-8 Potassium; 3-methyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 99346-41-5 (2S,6R,7R)-4-nitrobenzyl 2-methoxy-3-methyl-7-phenylacetamidoceph-3-em-4-carboxylate 
• 52602-94-5 p-Nitrobenzyl 7-amino-3-methyl-3-cephem-4-carboxylate, hydrochloride salt 

Relevant academic research and scientific papers

Deacetoxycephalosporins via penicillin sulfoxide rearrangement

Penicillin sulfoxides, notably the sulfoxides of penicillin V and penicillin G, are heated with amine salts of dichloromethane phosphonate in 1,1,2-trichloroethane to provide superior yields of deacetoxycephalosporins. The process is especially valuable in providing greater yields of the intermediate in the synthesis of the commercial antibiotic, cephalexin.