Dichloromethane → HCID 117928698, compound

Participants

Reaction Steps

To a solution of 2-[(2R,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-2-yl]propan-2-ol 9c (0.23 g, 0.30 mmol) in dichloromethane (60 mL) was added p-toluenesulfonic acid monohydrate (25.30 mg, 0.13 mmol) at room temperature. The mixture was stirred at room temperature for 21 hours and quenched with 15 mL of saturated aqueous sodium bicarbonate. The mixture was partitioned. The organic layer was washed with saturated aqueous sodium chloride (15 mL×3), dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluted with PE/EtOAc(v/v)=10/1 to give the title compound 9d as colorless oil (50.00 mg, 28%).

Provenance & Evidence