Water → HCID 66975646, compound

Participants

Reaction Steps

To a solution of N-benzyl-N-[(2RS,3RS)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)-3-hydroxybutyl]-2-chloroacetamide (44.7 g) in THF (450 ml) was added sodium methoxide (5.46 g) at 0° C. The mixture was stirred at room temperature for 2 hr, water was added, and methanol was evaporated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate (10%-50%)) to give the title compound (40.6 g) as a pale-yellow oil.

Provenance & Evidence