Fluorous Supported Modular Synthesis of Heparan Sulfate Oligosaccharides

The modular synthesis of heparan sulfate fragments is greatly facilitated by employing an anomeric aminopentyl linker protected by a benzyloxycarbonyl group modified by a perfluorodecyl tag, which made it possible to purify highly polar intermediates by fluorous solid phase extraction. This tagging...

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Bibliographic Details
Published in:	Organic letters Vol. 15; no. 2; pp. 342 - 345
Main Authors:	Zong, Chengli, Venot, Andre, Dhamale, Omkar, Boons, Geert-Jan
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 18-01-2013
Subjects:	Glycosylation Heparitin Sulfate - chemical synthesis Heparitin Sulfate - chemistry Indicators and Reagents Molecular Structure Oligosaccharides - chemical synthesis Oligosaccharides - chemistry Solid Phase Extraction
Online Access:	Get full text
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Summary:	The modular synthesis of heparan sulfate fragments is greatly facilitated by employing an anomeric aminopentyl linker protected by a benzyloxycarbonyl group modified by a perfluorodecyl tag, which made it possible to purify highly polar intermediates by fluorous solid phase extraction. This tagging methodology made it also possible to perform repeated glycosylations to drive reactions to completion.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol303270v