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Preparation of intermediates for the sequential synthesis of xylodextrins

P. Kováč, A. Čuláková, E. Petráková, and J. Hirsch

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

 

Abstract: Hydrolysis of Me 4-O-benzyl-β-D-xylopyranoside followed by acetylation of the formed 4-O-benzyl-D-xylose gave 1,2,3-tri-O-acetyl-4-O-benzyl-β-D-xylopyranose (I) in good yield. The foregoing compd., bearing at C-4 a selectively removable blocking group, is a precursor of a glycosyl halide which can be used for sequential construction of β-(1→4)-D-xylooligosaccharides (xylodextrins). 1,2,3-Tri-O-acetyl-β-D-xylopyranose, the key nucleophile in the sequential synthesis of xylodextrins, was conveniently obtained from I by hydrogenolysis.

Full paper in Portable Document Format: 353a389.pdf

 

Chemical Papers 35 (3) 389–395 (1981)

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