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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Synthesis of N-protected Non-proteinogenic α-amino Acid Esters by Using Trichloroacetimidate and Acetate Coupling Methods

Author(s): Ibrahim. A. I. Ali and Walid Fathalla

Volume 17, Issue 17, 2013

Page: [1903 - 1909] Pages: 7

DOI: 10.2174/13852728113179990036

Price: $65

Abstract

A series of N-protected non-proteinogenic α-amino acid esters have been prepared. The key step in this synthesis is the treatment of trichloroacetimidate 3, 8 or acetate 4, 9 derivatives with Lewis acid and C-active nucleophiles to afford the desired products via C-C bond formation and the introduction of substituents at the α-position of the amino acid in good yields and short reaction time.

Keywords: Non-proteinogenic amino acids, Trichloroacetimidate coupling method, Acetate coupling method, C-C bond formation, Cnucleophiles.


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