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Molecules 2010, 15(10), 6759-6772;

Convenient Synthesis and Antimicrobial Activity of Some Novel Amino Acid Coupled Triazoles

Department of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt
Received: 19 July 2010 / Revised: 30 August 2010 / Accepted: 1 September 2010 / Published: 28 September 2010
(This article belongs to the Section Organic Chemistry)
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This study describes a promising one-pot synthesis of [2-(5-benzyl-4-phenyl-4H-[1,2,4]triazol-3-thio)-acetyl]-amino acid methyl esters 6a-h and dipeptides 10a-e, which were successfully synthesized starting from amino acid esters 5a-h, 9a-e and azides 4, 8a,b, respectively. On the other hand, azide 4 underwent Curtius rearrangement to the corresponding isocyanate, which subsequently reacted with selected aliphatic amine and/or aniline derivatives to give the corresponding urea derivatives 11 and 12a,b. Reactions of the isocyanate with secondary amines gave amide derivatives 13a,b. The structural elucidation of products is reported and some of the products were also screened for their antimicrobial activity. View Full-Text
Keywords: triazoles; azide coupling; peptides; Curtius triazoles; azide coupling; peptides; Curtius

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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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El Rayes, S.M. Convenient Synthesis and Antimicrobial Activity of Some Novel Amino Acid Coupled Triazoles. Molecules 2010, 15, 6759-6772.

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