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Issue 61, 2017
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With unprotected amino acids to tetrazolo peptidomimetics

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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

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Publication details

The article was received on 01 May 2017, accepted on 01 Jul 2017 and first published on 12 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC03370B
Citation: Chem. Commun., 2017,53, 8549-8552
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    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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