反应详情

1-(Phenylmethyl)-L-proline hydrochloride (2.0 g, 8.247 mmol) and HOBt (1.34 g, 9.928 mmol) were dissolved in CH2Cl2 (50 mL), and 4-methylmorpholine (3.63 mL, 33.09 mmol), pyrrolidine (0.760 mL, 9.101 mmol), and EDCI (1.906 g, 9.928 mmol) were added. The solution was stirred overnight, and was then washed with water (50 mL). The aqueous layer was extracted with CH2Cl2 (3×50 mL), and the combined organic layers were dried over anhydrous MgSO4 and concentrated in vacuo. This crude product was purified by flash chromatography (Combiflash, 0-100% ethyl acetate/hexanes, 1% triethylamine) to provide (2S)-1-(phenylmethyl)-2-(1-pyrrolidinylcarbonyl)pyrrolidine (1.619 g, 76%). LCMS: (M+H)+: 259.2

1. washwas then washed with water (50 mL)
2. extractionThe aqueous layer was extracted with CH2Cl2 (3×50 mL)
3. dry with materialthe combined organic layers were dried over anhydrous MgSO4
4. concentrationconcentrated in vacuo
5. customThis crude product was purified by flash chromatography (Combiflash, 0-100% ethyl acetate/hexanes, 1% triethylamine)