Events The 13th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session c. Bioorganic Chemistry and Natural Products of the event The 13th International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Nov, 2009

Citation

S. M. El Rayes, Convenient synthesis of some novel amino acid coupled triazoles, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00207

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Convenient synthesis of some novel amino acid coupled triazoles

S. M. El Rayes ¹

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

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 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 and/or aniline derivatives to give the corresponding urea derivatives 11 and 12a, b. Also reaction of isocyanate with secondary amines gave amide derivatives 13a, b.

Keywords

triazoles

amino acids

azide coupling

peptides

Curtius

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