Phosphorylation of D-Glucose Derivatives with Inorganic Cyclo-Triphosphate : Substituent Effect at the 5-CH_2OH or 2-OH Group

概要

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The phosphorylation of several D-glucose derivatives has been achieved using inorganic sodium cyclotriphosphate hexahydrate (P_<3m>), Na_3P_3O_9・6H_2O, in aqueous solution. In the phosphorylation of D-glucuronic acid, 6-phosphoryl-D-glucose and D-xylose, β-D-glucuronic and 1-triphosphate, 6-phosphoryl-β-D-glucose 1-triphosphate and β-D-xylose 1-triphosphate were synthesized stereoselectively with maximum yields of 43.5,32.8 and 41.9% respectively. In the case of D-glucosamine and 2-deoxy-D-glucose, the main phosphorylated products were assigned to β-D-glucosamine 1-triphosphate and 2-deoxy-β-D-glucose 1-triphosphate by ^1H-, ^<13>C- and ^<31>P-NMR, and the yields were 13.9 and 13.4%, respectively.
公益社団法人日本薬学会の論文
2000-06-01