Abstract:

1,2-5,6-di-O-Isopropylidene-a-D-glucofuranose (DAG), a glucose derivative, was obtained by the reaction of Dglucose with acetone. Effects of various conditions such as temperature, D-glucose/iodine/acetone ratio (molar) and amount of added 4A molecular sieve on production yield of DAG were investigated. In the presence of iodine, heating for 5 h under reflux (at 62 ℃) allowed the generation of DAG from the reaction between D-glucose and acetone. However, the reaction time was greatly extended when the reaction temperature was below 62 ℃. At optimized D-glucose/iodine/acetone ratio of 1:0.15:122.5, the yield of DAG was found to be close to 75%. No obvious effect was found on the yield of DAG with the addition of 4A molecular sieve.

Key words: iodine, 1,2-5,6-di-O-isopropylidene-a-D-glucofuranose, acetone, condensation