Issue 0, 1968

Reactive acyl dipeptides as potential penicillin analogues. Part II. N-(Acylglycyl)-5-oxo-pyrrolidine-2-carboxylic acids and N-(acylglycyl)-5,5-dimethyl-2-oxothiazolidine-4-carboxylic acids

Abstract

Reaction of acylglycine p-nitrophenyl esters with the N-sodio-derivative of benzyl 5-oxopyrrolidine-2-carboxylate gave, after hydrogenolysis, N-(acylglycyl)-5-oxopyrrolidine-2-carboxylic acids. N-(Acylglycyl)-5,5-dimethyl-2-oxothiazolidine-4-carboxylic acids were similarly prepared from benzyl 5,5-dimethyl-2-oxothiazolidine-4-carboxylate. Both types of acid could be regarded, like penicillin, as acyl dipeptides containing a reactive peptide bond, but they exhibited only very slight antibacterial activity.

Article information

Article type
Paper

J. Chem. Soc. C, 1968, 242-245

Reactive acyl dipeptides as potential penicillin analogues. Part II. N-(Acylglycyl)-5-oxo-pyrrolidine-2-carboxylic acids and N-(acylglycyl)-5,5-dimethyl-2-oxothiazolidine-4-carboxylic acids

D. B. Miller, J. H. C. Nayler and H. R. J. Waddington, J. Chem. Soc. C, 1968, 242 DOI: 10.1039/J39680000242

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