52390-38-2

Upstream product

• 66893-40-1 diphenylmethyl (6R,7S)-7-carboxycarbonylamino-7-methoxy-3-carbamoyloxymethyl-3-cephem-4-carboxylate 
• 68318-53-6 (6R)-7t-hydroxyoxalylamino-3-(hydroxyoxalylcarbamoyloxy-methyl)-7c-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 35664-28-9 (6R)-7t-[(R)-5-benzhydryloxycarbonyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoylamino]-3-carbamoyloxymethyl-7c-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 32178-84-0 cephamycin C 

Downstream Products

• 35607-66-0 cefoxitin 
• 35607-68-2 diphenylmethyl (6R, 7S)-7-(2'-thienyl)acetamido-7-methoxy-3-carbamoyloxymethyl-3-cephem-4-carboxylate 

Relevant academic research and scientific papers

CLEAVAGE AND SOME MODIFICATIONS OF THE 7-AMIDE GROUP OF THE CEPHAMYCINS

The cleavage and some modifications of the 7-amide group of cephamycins are described.Cephamycin derivatives 16b, c which were synthesized from the naturally occuring cephamycin C (16a) were converted to the corresponding oxamic acid derivatives 17a, e respectively by the reaction with oxalyl chloride and successive treatment with water.The reaction of the oxamic acid 17a with diphenylcarbodiimide gave 7-aminocephamycinoic acid (7-ACMA) benzhydryl ester (21a) which was further converted to cefoxitin (21c).These compounds 17a, b, c, d, e, f thus obtained from cephamycin C appear to be favorable intermediates for the syntheses of cephamycin analogues such as cefmetazole (28c).