Author(s): A.M. El-Naggar, F.S.M. Ahmed, A.M. Abd El-Salam and M.A. El-Gazzar
Article publication date: 1984-09-01
Vol. 2 No. 2 (yearly), pp. 100-111.
174
Keywords
chemistry, amino acid, synthesis
Abstract
The synthesis of a number of beta- (2-quinolyl)- acryloyl amino acid methyl esters (II-IX), beta- (2-quinolyl)- alpha, beta-dibromo acryloyl amino acid methyl esters (XXVI- XXX) and beta- [2-(4- hydroxy-6-nitro)- quinolyl]- acrylic yamino acid methyl esters (XXXII- XXXV) have been carried out by the condensation of the corresponding acids (I or XXV or XXXI) with amino acid methyl ester hydrochlorides in THF-Et3N medium using DCC procedure. Hydrazinolysis of the methyl esters (II-IX and XXXII-XXXV) in methanol or ethanol gave the corresponding hydrazides (X-XVII and XXXVI- XXXIX), respectively. The azides from (XI- XVII) on coupling with gamma- TyrOme gave the desired dipeptides (XVIII-XXIV). Beta- (2-quinolyl)- acryloyl-gamma- Leu- OMe (V) and beta- (2-quinolyl)- alpha, beta-dibromo acryloyl- Gly-OMe (XXVI) were found to be active against a number of microorganisms.