Partial methylation of 1,6-anhydro-β-D-glycopyranose
E. V. Evtushenko, Yu. S.Ovodov
Pacific Institute of Bioorganic Chemistry, Far East Division, Academy of Sciences of the USSR, Vladivostok
Abstract: The relative reactivity of hydroxyl groups of 1,6-anhydro-β-D-glucopyranose in me-thylation reactions has been studied. The formation of intermediate complexes of hydroxyl groups with a transition metal atom has been shown to dramatically change their reactivity. A convenient method of synthesis of methyl ethers of 1,6-anhydro-β-D)-glu-copyranose and their acetates by partial methylation of 1,6-anhydro-β-D-glucopyranose followed by preparative liquid chromatography of the methyl ethers and their acetates is suggested. All the methyl ethers arc obtained in the homogenous state and characterized, e.g., by 13C NMR spectra.
Russian Journal of Bioorganic Chemistry 1991, 17 (8):1116-1122