Issue 61, 2017

With unprotected amino acids to tetrazolo peptidomimetics

Abstract

Here we describe the direct usage of C,N-unprotected amino acids in Ugi-tetrazole reactions to produce a novel class of acid-tetrazole compounds. Surprisingly, only the tetrazole Ugi product is found and not traces of other possible Ugi type reactions. Based on this reaction pathway we have designed the synthesis of novel tetrazole-peptidomimetics. A high level of structural diversity can be achieved using this isocyanide based multicomponent reaction (IMCR), providing a platform for the production of functionalized building blocks for novel bioactive molecules and nontraditional scaffolds which previously were not accessible.

Graphical abstract: With unprotected amino acids to tetrazolo peptidomimetics

Supplementary files

Article information

Article type
Communication
Submitted
01 May 2017
Accepted
01 Jul 2017
First published
12 Jul 2017

Chem. Commun., 2017,53, 8549-8552

With unprotected amino acids to tetrazolo peptidomimetics

R. Madhavachary, Q. Wang and A. Dömling, Chem. Commun., 2017, 53, 8549 DOI: 10.1039/C7CC03370B

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