Process for the production of penem compounds

Details Process for the production of penem compounds Process for the production of penem compounds

C - Chemistry, Metallurgy

07

D

260/111

C07D 499/04 (2006.01)

Patent

CA 1221357

A B S T R A C T Penems of the formula I Image I in which R i5 N-methylcarbamoylethyl or glycylaminoethyl, G is hydroxyloweralkyl and X is hydrogen, a pharmaceutically acceptable salt forming group or a metabolisable ester group, or a protecting group are disclosed. One process for their preparation involves reacting a compound II Image II - 2 - in which R1 and R2 are protected carboxy groups and Met is a thiophilic metal with a thiocarbonyl III S=C(Y)2 III in which Y is a leaving group, followed by removal of one of R1 and R2(to give a compound of formula I in which R is H together with its thione tautomer). The organic groups R can be introduced into the so-obtained compound by known methods. Three other processes for the production of the compounds of formula I are disclosed.

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