Boron Trichloride → HCID 117875279, compound

Participants

Reaction Steps

Step 3 Boron trichloride (1M in dichloromethane, 10 ml) was added to a solution of tert-butyl N-[(1R)-1-(3-{[4-(benzyloxy)phenyl]carbonyl}-4-chloro-2-fluorophenyl)propyl]carbamate (1.53 g, 3.07 mmol) in dichloromethane (50 ml) in an ice/water bath. The mixture was stirred for 30 minutes then the reaction mixture was poured onto ice/water. The aqueous was basified with saturated sodium bicarbonate and then extracted with dichloromethane (×2). The organic liquors were concentrated and then treated with 2N hydrochloric acid in ethyl acetate to remove protecting group. The residue was concentrated and re-concentrated from ethyl acetate. A solid was obtained from ethyl acetate/diethyl ether mixtures which was isolated by filtration and dried in a vacuum oven to furnish the title compound as an off-white solid (481 mg).

Provenance & Evidence