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Issue 12, 2016
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A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups†

Máté Kicsák,a   Miklós Bege,a   Ilona Bereczki,a   Magdolna Csávás,a   Mihály Herczeg,a   Zoltán Kupihár,b   Lajos Kovács, ORCID logo b   Anikó Borbás*a  and  Pál Herczegh*a  
Author affiliations

* Corresponding authors

a Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
E-mail: borbas.aniko@pharm.unideb.hu, herczeghp@gmail.com
Tel: +36 52512900

b Department of Medicinal Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary

Abstract

A new reagent system consisting of a Lewis acid such as BF3·Et2O or Cu(OTf)2, the mild protic acid hexafluoroisopropanol and the reducing quenching agent triethylsilane was elaborated for O-, N- and S-detritylation of nucleoside, carbohydrate and amino acid derivatives. The method is compatible with acetyl, silyl, acetal and Fmoc groups.

Graphical abstract: A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups

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Article information

https://doi.org/10.1039/C6OB00067C
Submitted
11 Jan 2016
Accepted
01 Feb 2016
First published
01 Feb 2016
Org. Biomol. Chem., 2016,14, 3190-3192
Article type
Communication
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A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups

M. Kicsák, M. Bege, I. Bereczki, M. Csávás, M. Herczeg, Z. Kupihár, L. Kovács, A. Borbás and P. Herczegh, Org. Biomol. Chem., 2016, 14, 3190
DOI: 10.1039/C6OB00067C

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