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Modification of 6-aminopenicillanic acid derivatives

Zukowski, E.; Eckstein, Z.

Polish Journal of Pharmacology and Pharmacy 28(4): 379-387

1976

ISSN/ISBN: 0301-0244
PMID: 185603
Document Number: 108163
In order to prepare intermediate for further transformation of penicillins), and to obtain new derivatives with enlarged spectrum of biological activity some semi-synthetic phenoxyalkanepenicillins were subjected to the esterification, amidation and hydroxyamidation reactions. Hydroxyamidation i.e. synthesis of corresponding penicilline-hydroxamic acids was a complex reaction depending on the structure of hydroxylamine used. The two-directional reaction course, with beta-lactam bond splitting, was specific for unsubstituted hydroxylamine only. A number of new penicilline hydroxamic acids and N-methoxypenicilline amides, with intact and cleaved beta-lactam ring were synthesized.

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