Straightforward Synthesis of Various Chiral Pyrimidines Bearing Stereogenic Center at the C2 position, Including C-Terminal Peptide Isosters

  1. Sami Sahtel,
  2. Rafâa BesbesORCID Logo,
  3. Emmanuel VranckenORCID Logo and
  4. Jean-Marc Campagne

Submitting author affiliation: ENSCM - ICGM, Montpellier, France

Beilstein Arch. 2019, 2019134. doi:10.3762/bxiv.2019.134.v1

Published 28 Oct 2019

  • Preprint

Abstract

The present study describes an efficient access to chiral pyridimines from readily available Boc-AA-NH2 and β-enaminones. This strategy allows the synthesis of a large variety of chiral pyrimidines (18 examples) with good yields from the chiral pool. In the case of peptide isosters, this procedure proved to be highly stereoretentive and paves the way to the construction of C-terminal modified peptidomimetics.

Keywords: Chiral Pyrimidine; Peptide isosters; Heterocycle; β-enaminone; Carboxamide

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Sahtel, S.; Besbes, R.; Vrancken, E.; Campagne, J.-M. Beilstein Arch. 2019, 2019134. doi:10.3762/bxiv.2019.134.v1

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© 2019 Sahtel et al.; licensee Beilstein-Institut.
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