Benzoyl chloride → HCID 66693523, compound

Participants

Reaction Steps

To a solution of alcohol 35 (5.2 g, 7.75 mmol) in CH2Cl2 (50 mL) were added Et3N (3.5 mL, 23.3 mmol) and benzoyl chloride (1.2 mL, 10.1 mmol) at 0° C. The mixture was allowed to slowly warm to room temperature and stirred at room temperature for 15 hours. The mixture was washed with aq. saturated NaHCO3 solution. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica column chromatography (Biotage) to provide the mixture of anomers of the title compound (6.1 g). The anomeric mixture of 36 was recrystallized with EtOH (50 mL). The precipitate was collected by filtration and washed with cold EtOH (30 mL) and dried under high vacuum to obtain β-anomer of the title compound 36 (4.64 g, 77%).

Provenance & Evidence