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US 3,985,742 AGranted
Process for preparing 3-hydroxymethyl cephalosporins
AssigneeMerck & Co., Inc.
InventorsEdward O. Stapley, Justo M. Mata
Life of this patent
Estimating the term…
Abstract
Disclosed are 7.beta.-(D-5-amino-5-carboxyvaleramido)-7-methoxy-3-cephem-4-carboxylic acids which are substituted in the three position of the "cephem" nucleus by a variety of alkyl, haloalkyl or oxygen, sulfur and nitrogen containing substituents; and the salts, esters and amide derivatives thereof. Certain of the products are obtained by fermentation and others are obtained by synthetic means. The products exhibit activity against gram-negative and gram-positive bacteria.
Claims1
A method for the preparation of a salt of 7.beta.-(D-5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-3-ceph em-4-carboxylic acid;
- which comprises treating a diester of 7.beta.-(D-5-amino-5-carboxyvaleramido)-3-(carbamoyloxymethyl)-7-methoxy-3 -cephem-4-carboxylic acid in which the 5-amino group has been blocked, with nitrosyl chloride to afford the corresponding diester of 7.beta.-(D-5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-3-ceph em-4-carboxylic acid which, when subjected to catalytic hydrogenation and treatment with hydrazine hydrate in a basic solution, affords the desired product.
Dependencies are inferred from the claim text.