Process for preparing 2-acyloxymethylpenams and 3-...

Details Process for preparing 2-acyloxymethylpenams and 3-... Process for preparing 2-acyloxymethylpenams and 3-...

C - Chemistry, Metallurgy

07

D

260/111, 260/101

C07D 499/44 (2006.01) C07D 499/00 (2006.01) C07D 501/20 (2006.01)

Patent

CA 1095025

Abstract of the Disclosure. A process for preparing 2-acyloxymethylpenams and 3-acyloxycephams of the formulae 1 and 2 Image Image 1 2 in which R represents the aliphatic, aromatic, or heterocyclic moiety of an amino-protecting group commonly employed in penicillin chemistry, R1 is hydrogen or represents a carboxy-protecting group commonly employed in penicillin chemistry, and R2 is hydrogen, C1 - C6 alkyl which may also be substituted with C1, OCH3, or CN, and phenyl which may also be substituted with CH3, F, C1, OCH3 or NO2, by treating an unsym-azetidinone disulfide of the formula 3 Image in which R and R1 are as defined above and R4 is benzothiezo-2-yl or benzoxazol-2-yl with silver oxide, an acid of the formula R2COOH, and iodine, or with a silver salt of the formula R2COOAg and iodine, or with a Simonini complex of the formula R2COOI.R2COOAg, to obtain a mixture of the compounds of formulae 1 and 2, and optionally separating said mixture. - 1 -

294066

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