Acetone → HCID 69437508, compound

Participants

Reaction Steps

A solution of Compound 143 (0.150 g, 0.40 mmol) in ethanol was added with acetone (0.029 mL, 0.40 mmol) and titanium tetraisopropoxide (0.149 mL, 0.50 mmol). After 1 hour, the mixture was added with sodium cyanoborohydride (17 mg, 0.27 mmol) followed by stirring at room temperature overnight. The reaction mixture was added with water and extracted with chloroform three times. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:2 mol/L ammonia-methanol solution=19:1). The obtained crystals were recrystallized from ethanol-diisopropyl ether to obtain Compound 156 (21.5 mg, 0.051 mmol, 13%).

Provenance & Evidence