ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
1/1
2 files

N-Glycosylation with Sulfoxide Donors for the Synthesis of Peptidonucleosides

preprint
submitted on 04.03.2021, 09:50 and posted on 05.03.2021, 06:27 by Margaux Beretta, Emilie Rouchaud, Lionel Nicolas, Jean-Pierre Vors, Thomas Dröge, Mazen Es-Sayed, Jean-Marie Beau, Stephanie Norsikian

We report here the synthesis of peptidonucleosides obtained after glycosylation of different pyrimidine bases with glucopyranosyl donors carrying an azide group at the C4 position. A methodological study involving different anomeric leaving groups (acetate, phenylsulfoxide and ortho-hexynylbenzoate) showed that a sulfoxide donor in combination with trimethylsilyl triflate as the promoter led to the best yields.

History

Email Address of Submitting Author

stephanie.norsikian@cnrs.fr

Institution

Université Paris-Saclay, CNRS, Institut de Chimie des Substances Naturelles

Country

France

ORCID For Submitting Author

0000-0003-2706-4007

Declaration of Conflict of Interest

No conflict of interest

Exports

ChemRxiv

Exports