Molecules 2010, 15(10), 6759-6772; doi:10.3390/molecules15106759
Article

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

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Received: 19 July 2010; in revised form: 30 August 2010 / Accepted: 1 September 2010 / Published: 28 September 2010
(This article belongs to the Section Organic Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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.
Keywords: triazoles; azide coupling; peptides; Curtius
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MDPI and ACS Style

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

AMA Style

El Rayes SM. Convenient Synthesis and Antimicrobial Activity of Some Novel Amino Acid Coupled Triazoles. Molecules. 2010; 15(10):6759-6772.

Chicago/Turabian Style

El Rayes, S. M. 2010. "Convenient Synthesis and Antimicrobial Activity of Some Novel Amino Acid Coupled Triazoles." Molecules 15, no. 10: 6759-6772.


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