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US 4,072,674 AGranted
Cis-4-oxoazetidine intermediates and methods of preparing them
AssigneeSmithKline Corporation
InventorsJohn G. Gleason, Kenneth G. Holden, William F. Huffman
Life of this patent
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Abstract
The stereospecific cycloaddition of nitrogen containing acetic acid halides or anhydrides with Schiff bases having a carbalkoxy group substituted on the methine carbon atom offers new intermediates and methods for preparing synthetic cephalosporin congeners having antibacterial activity.
Claims15
A compound of the structure:
- ##STR12## in which:
- A is azido, amino, acylamino or blocked amino;
- B is --COOY;
- Y is hydrogen, lower alkyl, benzyl, methoxybenzyl or 2,2,2-trichloroethyl;
- and Z is hydrogen, 2,4-dimethoxybenzyl, benzhydryl or methoxy substituted benzhydryl, said acylamino being any pharmaceutically acceptable group present at the 7-position of known cephalosporins.
2 more elements
A free base of the structure:
- ##STR13## in which alk is lower alkyl;
- or one of its acid addition salts.
Methyl cis-1-( 2,4-dimethoxybenzyl)-3-azido-4-oxoacetidine-2-carboxylate.
Dependencies are inferred from the claim text.