E. Petrakova et Cpj. Glaudemans, SYNTHESIS OF THE METHYL ALPHA-GLYCOSIDES OF SOME ISOMALTO-OLIGOSACCHARIDES SPECIFICALLY DEOXYGENATED AT POSITION C-4, Carbohydrate research, 279, 1995, pp. 133-150
Methyl alpha-isomaltoside and methyl alpha-isomaltotrioside specifical
ly deoxygenated at position C-4 of various glucopyranosyl units were s
ynthesized by condensation of either di-O-benzyl-4-deoxy-alpha,beta-D-
xylo-hexopyranose (7) or etyl-2,3,4-tri-O-benzyl-alpha,beta-D-glucopyr
anose (10) [mediated by silver perchlorate and tin(IV) chloride] with
suitably blocked derivatives of methyl alpha-D-glucopyranoside, its 4-
deoxy analog 6, or methyl 4'-deoxy alpha-isomaltoside (13), respective
ly.