Synthesis of a Backbone Hexasaccharide Fragment of the Pectic Polysaccharide Rhamnogalacturonan I

Alexandra N. Zakharova, Robert Madsen, Mads H. Clausen

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Synthesis of the fully unprotected hexasaccharide backbone of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative coupling of a common pentenyl disaccharide glycosyl donor followed by a late-stage oxidation of the C-6 positions of the galactose residues. The disaccharide donor is prepared by an efficient chemoselective armed-disarmed coupling of a thiophenyl rhamnoside donor with a pentenyl galactoside acceptor bearing the strongly electron-withdrawing pentafluorobenzoyl ester (PFBz) protective group.
Original languageEnglish
JournalOrganic Letters
Volume15
Issue number8
Pages (from-to)201826-1829
ISSN1523-7060
DOIs
Publication statusPublished - 2013

Fingerprint Dive into the research topics of 'Synthesis of a Backbone Hexasaccharide Fragment of the Pectic Polysaccharide Rhamnogalacturonan I'. Together they form a unique fingerprint.

Cite this