Process and intermediates for penicillanic acid 1,1-dioxide...

Details Process and intermediates for penicillanic acid 1,1-dioxide... Process and intermediates for penicillanic acid 1,1-dioxide...

C - Chemistry, Metallurgy

07

D

260/118.5

C07D 499/00 (2006.01)

Patent

CA 1152981

ABSTRACT OF THE DISCLOSURE A process for the preparation of penicillanic acid 1,1-dioxide and esters thereof readily hydrolyzable in vivo. Said process involves oxidation of a 6,6-dihalo derivative of penicillanic acid, or an ester thereof readily hydrolyzable in vivo, to the corresponding 6,6-dihalo derivative of penicillanic acid 1,1-dioxide of ester thereof, followed by dehalogenation (e.g. by hydrogenolysis). The 6,6-dihalo derivatives of penicillanic acid 1,1-dioxides, and esters thereof readily hydrolyzable in vivo, are novel intermediates. Penicillanic acid 1,1-dioxide, and esters thereof readily hydrolyzable in vivo, are known compounds which are useful as beta-lactamase inhibitors and for enhancing the effectiveness of certain beta-lactam antibiotics (e.g. the penicillins) in the treatment of bacterial infections in mammals, particularly humans.

346954

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