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Preparation of some glycosyl derivatives of nitromethane

L. Petruš, S. Bystrický, T. Sticzay, and V. Bílik

Institute of Chemistry, Slovak Academy of Sciences, 842 38 Bratislava

 

Abstract: Nitroalditols formed in the nitromethane synthesis with lactose, cellobiose, maltose, D-glucose, D-galactose were converted to the corresponding glycosyl derivs. of nitromethane by intramol. dehydration. β-Lactosylnitromethane, β-cellobiosylnitromethane, β-maltosylnitromethane, β-D-glucopyranosylnitromethane, and β-D-galactopyranosylnitromethane were isolated from the reaction mixts. as salts of a strongly basic anion exchanger in the OH cycle, from which they were liberated by CO2. CD spectra of both disaccharide and monosaccharide glycosylnitromethanes confirmed their β-pyranoid structure.

Full paper in Portable Document Format: 361a103.pdf

 

Chemical Papers 36 (1) 103–110 (1982)

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