Process for preparing cephalosporin derivatives

Details Process for preparing cephalosporin derivatives Process for preparing cephalosporin derivatives

C - Chemistry, Metallurgy

07

D

260/102

C07D 501/57 (2006.01) A61K 31/545 (2006.01) C07D 501/04 (2006.01)

Patent

CA 1155835

ABSTRACT "PROCESS FOR PREPARING CEPHALOSPORIN DERIVATIVES" Cephalosporin derivatives of formula (I): (I) Image (wherein: R2 represents a lower alkoxymethyl group, a lower alkoxycarbonylalkoxymethyl group, an aralkyloxymethyl group or a hydrogen atom; R3 represents a substituted or unsubstituted 1H-tetrazol-5-yl group, 1,3,4-thiadiazol-2-yl group or 1H-1,2,3-triazol-5-yl group, and R5 represents an acyl group) and pharmaceutically acceptable salts thereof are prepared by reacting a compound of formula (II): Image (II) (wherein: R1 represents a acylamido group, an alkoxycarbonyl- amido group, an aralkyloxycarbonylamido group or a phthalo- ylamino group; R2a represents a lower alkoxymethyl group, a lower alkoxycarbonylalkoxymethyl group or an aralkyloxy- methyl group; and R3 is as defined above) with a compound of formula (III): R5 - X (III) (wherein R5 is as defined above and X represents a halogen atom), optionally acidifying the resulting ester to convert it to the free acid and then optionally salifying the acid. In accordance with the invention, the trans- acylation reaction is effected in the presence of a compound of formula (IV): Image (IV) (wherein R4 represents a lower alkyl group, an aryl group or an aryloxyalkyl group) and in a halogenated hydrocarbon solvent containing at least one mole of water per mole of said compound of formula (II).

388592

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