Simple Synthesis of Methyl 2-O-β-D-Xylopyranosyl-α-L-arabinofuranoside, a Fragment of Natural Arabinoglucuronoxylans

Hirsch, J. and Koóš, M. Simple Synthesis of Methyl 2-O-β-D-Xylopyranosyl-α-L-arabinofuranoside, a Fragment of Natural Arabinoglucuronoxylans Chemical Papers, Vol.59, No. 1, 2005, 21-24

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  
 
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Author(s) Hirsch, J.
Koóš, M.
Title Simple Synthesis of Methyl 2-O-β-D-Xylopyranosyl-α-L-arabinofuranoside, a Fragment of Natural Arabinoglucuronoxylans
Journal name Chemical Papers
Publication date 2005
Year available 2005
Volume number 59
Issue number 1
ISSN 0366-6352
Start page 21
End page 24
Place of publication Poland
Publisher Versita
Collection year 2005
Language english
Subject 250000 Chemical Sciences
250300 Organic Chemistry
Abstract/Summary Methyl 3,5-di-O-benzoyl-α-L-arabinofuranoside, prepared by a five-step synthesis from Larabinose, was condensed with 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide under modified Koenigs—Knorr conditions using mercuric cyanide as a catalyst and acid scavenger in dichloromethane, giving a high yield (77 %) of the O-protected disaccharide VIII. Removal of acyl groups afforded the desired model compound – methyl 2-O-β-D-xylopyranosyl-α-L-arabinofuranoside. 1H and 13C NMR spectra of the synthesized compounds are also presented.
 
 
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