alpha-D-Glucose pentaacetate

50-99-7

108-24-7

3891-59-6

General procedure for the synthesis of 2,3,4,5,6-D-glucose pentaacetate from D-anhydrous glucose and acetic anhydride: D-glucose (0.36 g; 2 mmol) was dissolved in N,N'-dimethylimidazolium or N,N'-butylmethyl H-phosphonate methyl ester (1 g) at room temperature, followed by slow addition of acetic anhydride (1.02 g; 10 mmol). Continuous stirring is required during the reaction, noting that the reaction is exothermic and the mixture will gradually become homogeneous. The reaction can be continued at room temperature for 15 hours or accelerated at 50 °C to completion in 5 hours. At the end of the reaction, the target product 2,3,4,5,6-D-glucose pentaacetate is precipitated by the addition of water (0.72 g) to give a final yield of 92%.