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Convenient syntheses of isomaltose derivatives from amygdalin
Authors:Martin Chwalek
Institution:CNRS FRE 2715 Isolement, Structure, Transformation et Synthèse de Substances Naturelles, Université de Reims, Champagne-Ardenne, IFR 53 Biomolécules, CPCBAI, Bât. 18, Moulin de la Housse, BP 1039, 51687 Reims, France
Abstract:The isomaltose trichloroacetimidate 7 was synthesized in five steps from d-amygdalin. The key step in this series of reactions was the acid catalyzed rearrangement of the inter-glycosydic bond to give the thermodynamically more stable α-anomer. The reaction was also applied to different di-, tri-, and tetrasaccharide derivatives of amygdalin giving the corresponding rearrangement products.
Keywords:Isomaltose  Amygdalin  Acid catalyzed rearrangement  d-Glucopyranosyl-α-d-glucospyranose" target="_blank">6-O-α-d-Glucopyranosyl-α-d-glucospyranose
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