N.m.r. and conformational studies of the methyl glycosides of some 1,2- and 1,3-linked disaccharides

Abstract

¹ H and ¹³C N.m.r. studies and conformational analysis have been performed on the methyl glycosides of ten 1,2- and 1,3-linked disaccharides in which the glycosidic linkages have different stereochemical surroundings. Conformational analysis, using the HSEA-approach, indicates a number of protonoxygen and proton–proton interactions, resulting, inter alia, in downfield and upfield shifts of anomeric proton signals, respectively. The ¹³C n.m.r. glycosylation shifts obtained have been used to simulate spectra of 1,3-linked α- and β-D-glucan.