(Diethylamino)sulfur trifluoride → HCID 23518324, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound from Step G (0.24 g, 0.51 mmol) in CH2Cl2 (5 mL) and pyridine (0.8 mL) at −60° C. was added diethylaminosulfur trifluoride (DAST; 0.27 mL) dropwise under Ar. The solution was stirred at −60° C. for 0.5 h, at 0° C. overnight and at room temperature for 3 h. The mixture was diluted with CH2Cl2 (25 mL) and poured into saturated aqueous NaHCO3 (15 mL). The organic layer was washed with water (10 mL), dried (Na2SO4) and evaporated. The residue was purified on a silica gel column with a solvent system of hexanes/EtOAc:5/1 to give the title compound (45 mg) as a pale yellow foam.

Provenance & Evidence