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

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

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...

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Main Authors: Aneta M. Tomkiel, Adam Biedrzycki, Jolanta Płoszyńska, Dorota Naróg, Andrzej Sobkowiak, Jacek W. Morzycki
Format: Article
Language:English
Published: Beilstein-Institut 2015-01-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
cholesterol
electrochemical oxidation
glycosylation
i-cholesteryl ethers
i-steroids
Online Access:https://doi.org/10.3762/bjoc.11.16
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spelling doaj-2321931e4c4f4a258ca2e5e244905ef12021-02-02T00:48:44ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-01-0111116216810.3762/bjoc.11.161860-5397-11-163α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugatesAneta M. Tomkiel0Adam Biedrzycki1Jolanta Płoszyńska2Dorota Naróg3Andrzej Sobkowiak4Jacek W. Morzycki5Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, PolandInstitute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, PolandFaculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, PolandFaculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, PolandFaculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, PolandInstitute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland3α,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.https://doi.org/10.3762/bjoc.11.16cholesterolelectrochemical oxidationglycosylationi-cholesteryl ethersi-steroids
collection DOAJ
language English
format Article
sources DOAJ
author Aneta M. Tomkiel
Adam Biedrzycki
Jolanta Płoszyńska
Dorota Naróg
Andrzej Sobkowiak
Jacek W. Morzycki
spellingShingle Aneta M. Tomkiel
Adam Biedrzycki
Jolanta Płoszyńska
Dorota Naróg
Andrzej Sobkowiak
Jacek W. Morzycki
3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
Beilstein Journal of Organic Chemistry
cholesterol
electrochemical oxidation
glycosylation
i-cholesteryl ethers
i-steroids
author_facet Aneta M. Tomkiel
Adam Biedrzycki
Jolanta Płoszyńska
Dorota Naróg
Andrzej Sobkowiak
Jacek W. Morzycki
author_sort Aneta M. Tomkiel
title 3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
title_short 3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
title_full 3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
title_fullStr 3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
title_full_unstemmed 3α,5α-Cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
title_sort 3α,5α-cyclocholestan-6β-yl ethers as donors of the cholesterol moiety for the electrochemical synthesis of cholesterol glycoconjugates
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2015-01-01
description 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.
topic cholesterol
electrochemical oxidation
glycosylation
i-cholesteryl ethers
i-steroids
url https://doi.org/10.3762/bjoc.11.16
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AT adambiedrzycki 3a5acyclocholestan6bylethersasdonorsofthecholesterolmoietyfortheelectrochemicalsynthesisofcholesterolglycoconjugates
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