Water → HCID 86605754, compound

Participants

Reaction Steps

To a solution of methyl 3-({2-[4-(2-ethoxy-2-oxoethyl)phenyl]-5-methyl-1,3-oxazol-4-yl}methoxy)isoxazole-5-carboxylate (2.02 g) in methanol (25 mL) was gradually added sodium borohydride (250 mg) at 0° C. After stirring at room temperature for 16 hrs, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate-hexane (1:9-1:1, v/v) to give ethyl (4-[4-({[5-(hydroxymethyl)isoxazol-3-yl]oxy}methyl)-5-methyl-1,3-oxazol-2-yl]phenyl)acetate as colorless crystals (0.95 g, yield 46%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 116-117° C.

Provenance & Evidence