CEPHEM COMPOUND, ITS PRODUCTION AND ITS USE FOR PRODUCING CEPHEM ANTIBIOTICS

摘要

A 3-¢(E)-1-propenyl!cephem compound represented by formula (I): <IMG> (I) wherein R represents hydrogen, a protective group for an amino group, or the group shown by formula (II): <IMG> (II) in which R3 is a protective group for an amino group, R4 is a protective group for a hydroxyl group, and W is -CH= or -N=; R2 represents a protective group for a carboxyl group: and X represents hydrogen or chlorine. The compound is useful as an intermediate for producing cephem antibiotics and is prepared by isomerizing the corresponding 3-¢(Z)-1-propenyl!cephem compound in an inert organic solvent in the presence of an aromatic thiol. The compound of formula (I) wherein X is chlorine can be converted into a 3-¢(E)-3-ammonio-1-propenyl!cephem derivative through the reaction with a tertiary amine.