C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/299
C07D 498/04 (2006.01) C07D 503/00 (2006.01)
Patent
CA 1053681
ABSTRACT OF THE DISCLOSURE The present invention relates to novel .beta.-lactam containing compounds and to their preparation, and the applicant has previously disclosed that compounds of the formulae (I) and (II): Image (I) (II) and their salts and esters are .beta.-lactamase inhibitors. A further group of compounds which have intrinsic .beta.-lactamase inhibitory properties has now been discovered and the new compounds are also useful intermediates in the prepara- tion of the compound of the formula (II) and its salts and esters. Hence the present invention provides compounds of the formula (III): Image (III) wherein R1 is an acyl group and salts and esters thereof. The group R1 in the above formula may represent a wide variety of acyl groups of the formula R2CO which may contain up to 16 carbon atoms, although in general, it more suitably contains up to 12 carbon atoms and is an acyl group found in the acylamino side chain of the known antibacterially active penicillins and cephalosporins. The present invention also provides a process for the preparation of compounds of the formula (III) as hereinbefore described and salts and esters thereof which process comprises acylation of the corresponding compound of the formula (I) as hereinbefore described or salt or ester thereof with a compound of the formula (V): R2 - CO2H (V) or a reactive acylating derivative thereof wherein R2-CO2H is an organic carboxylic acid.
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