• Submit to Molecules Login Register
• MDPI
• Journals A-Z
• For Authors
• For Editors
• About
• Open Access Policy

• Abstract
• Full-Text PDF [193 KB]

• Article Statistics
• Google Scholar
• Order Reprints

• Cite this article
• Export to BibTeX
• Export to EndNote

• [+] on DOAJ
• El Rayes, S
• [+] on Google Scholar
• El Rayes, S
• [+] on PubMed
• El Rayes, S

•  CiteULike
•  Facebook
•  Mendeley
•  Twitter

This article is

• freely available
• re-usable

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

Article

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

S. M. El Rayes

Department of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt

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)

Download PDF Full-Text [193 KB, Updated Version, uploaded 29 September 2010 16:45 CEST]

The original version is still available [258 KB, uploaded 28 September 2010 15:45 CEST]

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

Article Statistics

Cite This Article