Trityl Derivatives of Cellobiose. II. 13C-NMR Spectra of Methyl 6- and 6'-O-Trytil-cellobiosides : Effect of Trityl Substitution on Chemical Shift and Conformation

Abstract

The 13C-NMR spectra of methyl-6- and 6''-O-trityl-.beta.-cellobiosides in pyridine-d[deuterium]5 were recorded, and their signals were assigned by comparison of their spectra and those of methyl .beta.-D-glucopyranoside, methyl-6-O-trityl-.beta.-D-glucopyranoside, methyl 4-O-methyl-.beta.-D-glucopyranoside and methyl-4-O-methyl-6-O-trityl-.beta.-D-glucopyranoside. Based on tritylation and .beta.-D-glucosidation shifts estimated from the 13C chemical shifts of these compounds, the effects of 6- and 6''-O-tritylations on the conformation around the interglycosidic linkage of the cellobioside are discussed.