.beta.-lactam compounds

C - Chemistry – Metallurgy – 07 – D

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C07D 498/04 (2006.01) C07D 503/00 (2006.01)

Patent

CA 1107739

Abstract This invention provides a process for the preparation of a compound of the formula (II): Image (II) or a salt or ester thereof, wherein R2 is a CH=CH2 or CH=CH-CH3 group, which comprises reacting an ester of clavulanic acid with a compound of the formula (III) or (IV): R3 - O - CH = CH2 (III) R3 - O - CH = CH - CH3 (IV) wherein R3 is an alkyl group of up to 6 carbon atoms, in the presence of a mercuric ion catalyst, and thereafter, if desired, de-esterifying the result- ing ester of the compound of the formula (II); and when a compound of the formula (II) or a salt thereof is required, cleaving the corresponding p- nitrobenzyl ester of the compound of the formula (II); and when required converting the resulting compound to a salt of a compound of the formula (II); and when required converting the resulting compound to a pharmaceutically acceptable salt of a compound of the formula (II). The compounds of the formula (II) and salts and esters thereof are novel and have ?-lactamase in- hibitory properties.

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