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Issue 14, 2019
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Diversity-oriented submonomer synthesis of azapeptides mediated by the Mitsunobu reaction

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Abstract

Azapeptides represent a class of peptidomimetics and exhibit important utilizations in drug discovery. Diversity-oriented synthesis of azapeptides is challenging due to the complexity of hydrazine chemistry and peptide coupling. Here we report an improved procedure of submonomer azapeptide synthesis by selective alkylation of semicarbazone using various alcohols mediated by the Mitsunobu reaction. The effectiveness of this new strategy was further proved by synthesizing a series of azapeptidomimetics of angiotensin 1–7.

Graphical abstract: Diversity-oriented submonomer synthesis of azapeptides mediated by the Mitsunobu reaction

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Article information


Submitted
28 Feb 2019
Accepted
29 May 2019
First published
31 May 2019

Org. Chem. Front., 2019,6, 2529-2533
Article type
Research Article

Diversity-oriented submonomer synthesis of azapeptides mediated by the Mitsunobu reaction

C. Dai, J. Ma, M. Li, W. Wu, X. Xia and J. Zhang, Org. Chem. Front., 2019, 6, 2529
DOI: 10.1039/C9QO00296K

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