反应详情

温度

0 °C

To a 0° C. solution of racemic benzyl 3-(benzoylcarbamothioylamino)-4-(hydroxymethyl)-3-(2-thienyl)pyrrolidine-1-carboxylate (30 g, 60.5 mmol) in methylene chloride (300 mL) is added a methylene chloride solution (20 mL) of 1-chloro-N,N,2-trimethylpropenylamine (9.61 mL, 72.6 mmol). The resulting solution is stirred at 0° C. for 30 minutes and then warmed to room temperature. The solution is quenched with saturated sodium bicarbonate solution, the organic layer is isolated, dried over sodium sulfate and concentrated. The crude mixture is purified over silica gel eluting with 5% to 50% ethyl acetate in hexanes gradient to give the title compound (24 g, 83%). ES/MS (m/e): 478 (M+H).

1. temperaturewarmed to room temperature
2. customThe solution is quenched with saturated sodium bicarbonate solution
3. customthe organic layer is isolated
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated
6. customThe crude mixture is purified over silica gel eluting with 5% to 50% ethyl acetate in hexanes gradient