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TitleSeparation of derivatized glucoside anomers using supercritical fluid chromatography
Publication TypeJournal Article
Year of Publication2015
AuthorsMontanes, F., Rose P., Tallon S., and Shirazi R.
JournalJournal of Chromatography A
Pagination218 - 223
Date Published2015
ISSN00219673 (ISSN)
Keywordsalcohol, article, carbohydrate synthesis, Carbohydrates, carbon, Carbon dioxide, chromatography, concentration (parameters), Degree of separation, derivatization, Effluent treatment, Elution profiles, Ethanol, Ethanol concentrations, Fractionation, gas chromatography, glucopyranoside, glucose, glucoside, methyl 2,3,4,6 tetra o benzoyl glucopyranoside, Mixtures, monosaccharide, Organic solvents, particle size, priority journal, Separation, separation technique, silicon dioxide, Stationary phase, Super critical fluid chromatography, Supercritical, supercritical fluid chromatography, Supercritical fluids, unclassified drug, UV detection
AbstractPreparative scale supercritical fluid chromatography was used to separate derivatized anomeric monosaccharides. Methyl 2,3,4,6-tetra- O-benzoyl- α-d-glucopyranoside and methyl 2,3,4,6-tetra- O-benzoyl- β-d-glucopyranoside were synthesized by benzoyl derivatization of the parent anomerically pure monosaccharides. The elution profiles of each anomer were studied, suggesting that separation was possible. Mixtures of the compounds were then prepared at different ratios and separation was achieved using carbon dioxide/ethanol mixtures as the mobile phase and GreenSep™ 5 micron particle size silica as the stationary phase. Ethanol co-solvent in the mobile phase was required to give a successful separation of the anomers however over the range 6.5-10.4 wt% ethanol concentration studied here there was little variation in the degree of separation. In fractionation trials, separation of mixtures into fractions with >98% purity was achieved, with recoveries greater than 96%. © 2015 Elsevier B.V.

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