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.
Chengli Zong, Andre Venot, Omkar Dhamale, Geert-Jan Boons. Fluorous supported modular synthesis of heparan sulfate oligosaccharides. Organic letters. 2013 Jan 18;15(2):342-5
PMID: 23293947
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