Collect. Czech. Chem. Commun. 1995, 60, 311-323

Preparation of β-D-Glucopyranosyl Derivatives of 1,6:2,3- and 1,6:3,4-Dianhydro-β-D-hexopyranoses and Their 1H and 13C NMR Spectra

Miloš Buděšínskýa, Miloslav Černýb, Ivan Černýa, Stanislav Sámekb and Tomáš Trnkab

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
b Department of Organic Chemistry, Charles University, 128 40 Prague 2, Czech Republic


The corresponding acetylated and free 2-O- and 4-O-glucosyl derivatives of dianhydrohexoses Ib - VIIb and Ic - VIIc have been obtained by the reactions of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (IX) with 1,6:3,4- and 1,6:2,3-dianhydro-β-D-hexopyranoses (Ia - VIIa). Structure of the products and the effects of glycosylation upon chemical shifts and conformations of the disaccharides prepared have been studied using 1H and 13C NMR spectra.