PREPARATION OF DERIVATIVES OF PENICILLANIC ACID AND CEPHALOSPORANIC ACID BY REACTION WITH A DERIVATIVE OF MALONIC ACID PENTACHLOROPHENYL ESTER

摘要

This invention relates to a process for the preparation of acid amides having the formula (I) or their salts IMAGE (I) wherein R1 is hydrogen or an easily removable ester-forming or salt-forming group, preferably a trialkylamine, trialkylsilyl, trichloroethyl, acetoxymethyl, phenacyl, substituted phenacyl, substituted phenyl or benzyl group, R2 is hydrogen, alkyl group, alkenyl group, alkyl group having an aryl or heterocyclic (preferably furyl or thienyl) - substituent, an aryl group having an alkyl substituent (preferably xylyl), or an aryl, aralkyl or heterocyclic group (preferably a phenyl, thienyl, or furyl group) which can have one or more substituents, R3 is hydrogen, or substituted or unsubstituted aryl, alkyl, cycloalkyl or aralkyl group, and X is a group of one of the formulae IMAGE according to the invention an amine of the formula (II), IMAGE (II) wherein R4 is an easily removable ester-forming group, preferably a trialkylamino, trialkylsilyl, trichloroethyl, acetoxymethyl, phenacyl, substituted phenacyl, substituted phenyl or benzyl group, or a salt formed preferably with an alkali metal or a trialkylamine, is acylated with an ester of the formula (III), IMAGE (III) wherein R5 is a substituted or unsubstituted aryl, alkyl, cycloalkyl or aralkyl group, and, if desired, substituents R4 and/or R5 of the obtained product can be split off, and/or, if desired, the obtained product is converted into its salt or a salt is converted into the free acid.