3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates

Aneta M. Tomkiel; Adam Biedrzycki; Jolanta Płoszyńska; Dorota Naróg; Andrzej Sobkowiak; Jacek W. Morzycki

doi:10.3762/bjoc.11.16

Beilstein Journal of Organic Chemistry (Jan 2015)

3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates

Aneta M. Tomkiel,
Adam Biedrzycki,
Jolanta Płoszyńska,
Dorota Naróg,
Andrzej Sobkowiak,
Jacek W. Morzycki

Affiliations

Aneta M. Tomkiel: Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland
Adam Biedrzycki: Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland
Jolanta Płoszyńska: Faculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, Poland
Dorota Naróg: Faculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, Poland
Andrzej Sobkowiak: Faculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, Poland
Jacek W. Morzycki: Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland

DOI: https://doi.org/10.3762/bjoc.11.16
Journal volume & issue: Vol. 11, no. 1
pp. 162 – 168

Abstract

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3α,5α-Cyclocholestan-6β-yl alkyl and aryl ethers were proved to be efficient cholesteryl donors in the electrochemical synthesis of glycoconjugates. 3α,5α-Cyclocholestan-6β-ol (i-cholesterol) and its tert-butyldimethylsilyl ether can also be used for this purpose. The i-cholesterol derivatives show similar reactivities to those of previously studied 3α,5α-cyclocholestan-6β-thioethers.

Published in Beilstein Journal of Organic Chemistry

ISSN: 1860-5397 (Online)
Publisher: Beilstein-Institut
Country of publisher: Germany
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.beilstein-journals.org/bjoc

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