反应详情

温度

50 °C

Trimethylsilyl isocyanate (1.66 g, 14.4 mmol) was added to a solution of benzyl 4-{[1-(methoxycarbonyl)but-3-en-1-yl]amino}piperidine-1-carboxylate (2.00 g, 5.77 mmol) and DMAP (71 mg, 0.57 mmol) in THF (30 mL) at room temperature. The reaction was heated at 50° C. for 48 h. The reaction was quenched with saturated aqueous sodium bicarbonate, extracted with methylene chloride (3×), dried over sodium sulfate, filtered and evaporated to give the crude product. The crude product was purified by chromatography (silica gel, 0 to 20% methanol in methylene chloride gradient elution), which gave the title compound (1.66 g). MS 358.2 (M+1).

1. customThe reaction was quenched with saturated aqueous sodium bicarbonate
2. extractionextracted with methylene chloride (3×)
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. customevaporated
6. customto give the crude product
7. customThe crude product was purified by chromatography (silica gel, 0 to 20% methanol in methylene chloride gradient elution), which