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

Autor:	Mads Hartvig Clausen, Robert Madsen, Alexandra N. Zakharova
Rok vydání:	2013
Předmět:	Molecular Structure Stereochemistry Pectic polysaccharide Organic Chemistry Disaccharide Galactose Biochemistry Galactoside Acceptor chemistry.chemical_compound chemistry Rhamnogalacturonan I Pectins Molecule Physical and Theoretical Chemistry Glycosyl donor Oxidation-Reduction
Zdroj:	Organic Letters. 15:1826-1829
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol400430p
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::527490878c0c65370f8eae57a27e68e0 https://doi.org/10.1021/ol400430p Zobrazit plný text záznamu