ES482924A1 - A procedure for the preparation of a derivative of the clavulan acid. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

A procedure for the preparation of a clavulanic acid derivative of formula-01 (I): ** (Formula-01) ** where R1 is a hydrogen atom, an alkyl group of up to 5 carbon atoms, a cycloalkyl group of 5 or 6 carbon atoms, a hydroxyalkyl group of up to 5 carbon atoms, or a residue of sub-formula-02 (a): ** (Formula-02) ** where R2 is a hydrogen, fluorine, chlorine or bromine atom or an alkyl group of 1-3 carbon atoms; an alkoxy group of 1-3 carbon atoms, an acyloxy group of 1-3 atoms, a hydroxyl group, an alkoxycarbonyl group containing 1-3 carbon atoms in the alkoxylic part, or a group - N (R5) CO. R6, -N (R5) SO2R6 or -CO-NR5-R6 where R5 is a hydrogen atom or an alkyl group of 1-3 carbon atoms or a phenyl or benzyl group and R6 is an alkyl group of 1-3 atoms carbon or a phenyl or benzyl group; R3 is a hydrogen, fluorine or chlorine atom or an alkyl group of 1-3 carbon atoms, an alkoxyl group of 1-3 carbon atoms or an acyloxy group of 1-3 carbon atoms; and R4 is a hydrogen, fluorine, or chlorine atom or an alkyl group of 1-3 carbon atoms or an alkoxy group, the process of which involves subjecting a compound of formula-03 (II) to the catalytic hydrogenation reaction: ** (Formula -03) ** or a hydrogenolizable ester thereof, where R1 is as defined in relation to formula-01 (I), or R1 is R1 1 where R1 1 is a moiety which by hydrogenation provides a group R1 such as defined in relation to formula-01 (I), R8 is a lower alkyl group, R9 is a hydrogen atom or a lower alkyl group, and R10 is a hydrogen atom or a lower alkyl or phenyl group. (Machine-translation by Google Translate, not legally binding)