Sulfamic Acid → HCID 58786122, compound

Participants

Reaction Steps

Sulfamic acid (0.4 g) and sodium chlorite (0.4 g) were added dropwise to a solution of 2,3,4,6-tetra-O-benzyl-1-C-[5-(dimethoxymethyl)-2-methylphenyl]-D-glucopyranose (2.4 g) in acetone-water (ratio: 5:1, 12 ml) at room temperature and the mixture was stirred for three hours. Acetone was evaporated from the reaction mixture and water was added. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to obtain 4-methyl-3-[(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]-2-hydroxytetrahydro-2H-pyran-2-yl]benzoic acid (1.5 g).

Provenance & Evidence