37786-97-3

Upstream product

• 51932-72-0 (6R)-3-acetoxymethyl-7c-methoxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 62801-96-1 t-butyl 7α-methoxy-7β-(phenylketenimino)deacetoxycephalosporanate 
• 62801-90-5 (S)-7-(Dimethoxy-phosphorylamino)-7-methoxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 103-80-0 phenylacetyl chloride 
• 62801-92-7 (S)-7-(Diphenoxy-phosphorylamino)-7-methoxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 62801-93-8 t-butyl 7β--7α-methoxydeacetoxycephalosporanate 
• 62801-87-0 t-butyl 7β-deacetoxycephalosporanate 
• 33610-06-9 7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 62801-86-9 t-butyl 7β-(diphenylphosphoramido)deacetoxycephalosporanate 
• 62801-84-7 t-butyl 7β-(dimethylphosphoramido)deacetoxycephalosporanate 
• 37787-03-4 (6R)-3-acetoxymethyl-7c-methylsulfanyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

A Method for the Preparation of 7α-Methoxycephalosporins

A method for the preparation of 7α-methoxycephalosporins has been developed. 7β-Phosphoramidodeacetoxycephalosporin (6) and 7β-phosphoramidocephalosporin (14) obtained from the 7β-amino-derivatives (5) and (13), were converted into 7α-methoxy-7β-phosphoramidodeacetoxycephalosporin (7) and 7α-methoxy-7β-phosphoramidocephalosporin (15), respectively, by reaction with LiOMe and ButOCl.Treatment of (7) with BunLi and Et3N followed by acylation with phenylacetyl chloride gave 7α-methoxy-7β-phenylketenimino-derivative (11), which were easily hydrated to 7α-methoxy-7β-(phenylacetamido)deacetoxycephalosporin (12).Treatment of (15) under similar conditions afforded, contrary to the result obtained with (7), 7α-methoxy-7β-(phenylacetamido)cephalosporin (16), without any of the corresponding ketenimine.This method was also successfully applied to the synthesis of 6α-methoxypenicillins.