Methanol → HCID 58786156, compound

Participants

Reaction Steps

Sodium borohydride (0.15 g) was added to a solution of 3-methoxymethyl-5-[(2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-yl]benzaldehyde (2.6 g) in a 1:1 mixture of methanol and THF (10 ml) and the mixture was stirred for one hour. Acetone (5.0 ml) was added to the reaction mixture and the mixture was stirred for 10 minutes. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[3-(hydroxymethyl)-5-(methoxymethyl) phenyl]-D-glucitol (2.1 g).

Provenance & Evidence