Methylation of reducing carbohydrates. Permethylated derivatives of melibiose [O-α-D-galactopyranosyl-(1 → 6)-D-glucopyranose]

Methylation in methanol of α-melibiose and octa-O-acetyl-β- melibiose with ethereal diazomethane, and subsequent permethylation (methyl iodide-barium oxide), gave methyl hepta-O-methyl-β-melibiopyranoside (IV). When α-melibiose was methylated with methyl iodide and barium oxide, a mixture of furanos...

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Autores principales: Gelpi, M.E., Deferrari, J.O., Cadenas, R.A.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00224952_v_n_p3354_Gelpi
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Sumario:Methylation in methanol of α-melibiose and octa-O-acetyl-β- melibiose with ethereal diazomethane, and subsequent permethylation (methyl iodide-barium oxide), gave methyl hepta-O-methyl-β-melibiopyranoside (IV). When α-melibiose was methylated with methyl iodide and barium oxide, a mixture of furanose and pyranose isomers was obtained, from which pure methyl hepta-O-methyl-α-melibiofuranoside [methyl hepta-O-methyl-O-α-D- galactopyranosyl-(1 → 6)-α-D-glucofuranose] (I) was isolated. The preparation of methyl hepta-O-methyl-β-melibiofuranoside (II) is reported.