ES454264A1 - A PROCEDURE FOR THE PRODUCTION OF NEW DERIVATIVES OF PENICILLIN AND CEPHALOSPORIN. - Google Patents

Abstract

A procedure for the production of new penicillin and cephalosporin derivatives represented by the general formula (I): **(See formula)** where R represents an amino acid residue; R1 represents a hydrogen atom, a blocking group or a salt-forming cation; n represents 1 or 2; the n radicals X; they represent an oxygen atom and are linked in any combination at positions 2, 3 and 5 of the piperazine ring; m represents 4-n; each pair of radicals R2 and R3 are linked to the same carbon atom and m pairs of radicals R2 and R3, which may be the same or different, individually represent a hydrogen atom, an alkyl, cycloalkyl, aryl, acyl, aralkyl, alkoxycarbonylalkyl group, acyloxyalkyl, alkoxycarbonyl, cycloalkyloxycarbonyl, aralkoxycarbonyl or substituted or unsubstituted aryloxycarbonyl any pair of R2 and R3 together with a common carbon atom can form a cycloalkyl ring; A represents a hydrogen atom, an alkyl group, alkenyl, alkynyl, alkadienyl, cycloalkyl, cycloalkenyl, cycloalcadienyl, aryl, acyl, aralkyl, acyloxyalkyl, alkoxy, cycloalkyloxy, alkyloxycarbonyl, cycloalkyloxycarbonyl, aryloxycarbonyl, aryloxycarbonyl, aryloxy, aryloxy, aryloxy,, carbamoyl, thiocarbamoyl, acylcarbamoyl, alkylsulfonylcarbamoyl, arylsulfonylcarbamoyl, alkoxycarbonylthioalkyl, alkoxythiocarbonylthioalkyl, or a substituted or unsubstituted heterocyclic group; Y represents an oxygen or sulfur atom; and (see formula) represents (see formula), where R4 represents a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, an azido group or an organic group, linked through O or S; whose procedure consists of reacting a compound represented by the general formula (II): **(See formula)** where R7 represents a hydrogen atom, a silicon-containing group or a phosphorous-containing group; R1 and (see formula) are those defined above, with a compound represented by the general formula (III) or one of its salts or a derivative reactive in the carboxyl group of a compound of formula (III): **(See formula)** where A, X, Y, R, R2, R3, n and m are those defined above, in inert solvents and in the presence or absence of a base, at a temperature of -60 to + 80ºC. (Machine-translation by Google Translate, not legally binding)