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Synthesis of 2-O-β-D-xylopyranosyl-D-xylose

P. Kováč and E. Petráková

Institute of Chemistry, Slovak Academy of Sciences, 809 33 Bratislava

 

Abstract: Benzylation of benzyl 2,3-anhydro-β-D-ribopyranoside with benzyl bromide and NaH in 1,2-dimethoxyethane, followed by treatment of the formed, corresponding 4-O-benzyl deriv. with benzyl alcoholate anion in benzyl alc., gave benzyl 3,4-di-O-benzyl-β-D-xylopyranoside. The foregoing compd. was treated with 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide to give fully substituted (1→2)-linked xylobioses (combined yield 87%, α:β = 1:6.4) which, after removal of blocking groups, afforded 2-O-α- and β-D-xylopyranosyl-D-xylose.

Full paper in Portable Document Format: 344a537.pdf

 

Chemical Papers 34 (4) 537–542 (1980)

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