Mannitol → Mannitol

Participants

Reaction Steps

The title compound was prepared by a modification of the method of T. A. W. Koerner, et al., Carbohydrate Research, 59, 403-416 (1977). Acidic dehydration of D-mannitol and isopropylidenation of the mixture of anhydrides gave a dark syrup. A solution of the syrup in acetone was stirred over potassium carbonate, filtered and evaporated. The desired isopropylidene derivative of anhydroglucitol was isolated by HPLC (silica gel, 28% yield from D-mannitol) without going through the trityl derivative. Hydrolysis of the isopropylidene gave 2,5-anhydro-D-glucitol.

Provenance & Evidence