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Fluorous supported modular synthesis of heparan sulfate oligosaccharides.

ABSTRACT: 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.

SUBMITTER: Zong C

PROVIDER: S-EPMC3563243 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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Fluorous supported modular synthesis of heparan sulfate oligosaccharides.

Zong Chengli C Venot Andre A Dhamale Omkar O Boons Geert-Jan GJ

Organic letters 20130108 2

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. ...[more]

PMID: 23293947

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