Dimethylformamide → HCID 131736489, compound

Participants

Reaction Steps

To an N,N-dimethylformamide solution (2.5 mL) of tert-butyl (3R,4R)-3-(benzylamino)-4-hydroxypyrrolidine-1-carboxylate (500 mg, 1.70 mmol), benzyl bromide (203 μL, 1.70 mmol) was added at room temperature and the resultant solution was stirred for 1 day. To the reaction solution, tetrabutylammonium iodide (188 mg, 0.51 mmol) and potassium carbonate (470 mg, 3.40 mmol) were added and the resultant mixture was stirred for 1 day. After completion of the reaction, water was added to the reaction solution and extraction with ethyl acetate from the resultant mixture was performed. The organic layer was washed with brine and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/0→1/1 (v/v)) to obtain the title compound (698 mg, quantitative).

Provenance & Evidence