ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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)