Bis-tetrazolemethyl substituted beta-lactam antibiotics

C - Chemistry – Metallurgy – 07 – D

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260/244.2

C07D 498/04 (2006.01) C07D 257/04 (2006.01) C07D 505/00 (2006.01)

Patent

CA 1174675

X-5561 -1- ABSTRACT Broad spectrum .beta.-lactam antibiotics repre- sented by the formula Image wherein R is the residue of a carboxylic acid, R2 is H or OCH3, and R4 is C1-C3 alkyl; are obtained by react- ing a 7-acylamino-3-halomethyl-1-oxa-.beta.-lactam ester with the desired 1- or 2-tetrazolemethyl substituted 1H or 2H tetrazole-5-thiol. Alternatively, a 7-amino-3-halo- methyl-1-oxa-.beta.-lactam ester is first reacted with the bis-tetrazole thiol and then the product is N-acylated with the desired carboxylic acid.

385401

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