PREPARATION OF BETA-D-GLUCOPYRANOSYL DERIVATIVES OF 1,6-2,3-DIANHYDRO-BETA-D-HEXOPYRANOSE AND 1,6-3,4-DIANHYDRO-BETA-D-HEXOPYRANOSE AND THEIR H-1 AND C-13 NMR-SPECTRA
M. Budesinsky et al., PREPARATION OF BETA-D-GLUCOPYRANOSYL DERIVATIVES OF 1,6-2,3-DIANHYDRO-BETA-D-HEXOPYRANOSE AND 1,6-3,4-DIANHYDRO-BETA-D-HEXOPYRANOSE AND THEIR H-1 AND C-13 NMR-SPECTRA, Collection of Czechoslovak Chemical Communications, 60(2), 1995, pp. 311-323
The corresponding acetylated and free 2-O- and 4-O-glucosyl derivative
s of dianhydrohexoses Ib - VIIb and Ic - VIIc have been obtained by th
e reactions of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide (
IX) with 1,6:3,4- and 1,6:2,3-dianhydro-beta-D-hexopyranoses (Ia - VII
a). Structure of the products and the effects of glycosylation upon ch
emical shifts and conformations of the disaccharides prepared have bee
n studied using H-1 and C-13 NMR spectra.