synthesis of new racemic α,α-diaminocarboxylic ester derivatives的新合成外消旋α,α-diaminocarboxylic酯衍生品.pdf

Molecules 2010, 13, 9354-9363; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of New Racemic α,α-Diaminocarboxylic Ester Derivatives Mabrouk El Houssine, Elachqar Abdelrhani, Alami Anouar 1,* and El Hallaoui Abdelilah Laboratoire de Chimie Organique Fès, Faculté des Sciences Dhar El Mahraz, Université Sidi Mohamed Ben Abdellah, Morocco * Author to whom correspondence should be addressed; E-Mail: alamianouar@yahoo.fr; Tel.: 212-5-35-73-3171; Fax: 212-5-35-73-3171. Received: 26 October 2010; in revised form: 19 November 2010/ Accepted: 25 November 2010/ Published: 17 November 2010 Abstract: New racemic methyl or ethyl α-aminoglycinate derivatives were synthesized by N-alkylation of amines (aniline, 4-methylaniline, 2-methylaniline, 2,4-dimethoxyaniline, 2-nitroaniline, 4-chloro-2-fluoroaniline, 2-naphthylamine, benzylamine, N,N-dibenzylamine, and cyclohexylamine) with methyl or ethyl α-azidoglycinate. Keywords: amine; N-alkylation; methyl α-azidoglycinate; α-amino acids 1. Introduction Amino acids are the fundamental building blocks of peptides and proteins and play essential roles in living organisms. Because of the physiological importance of α-amino acids, innumerable studies for their chemistry and synthesis have been published [1-4]. Along with the elucidation of their distributions, origins and physiological functions, the D-amino acids have been recognized as the candidates for novel physiologica