反应详情

温度

110 °C

A mixture of (2S,3S)-2-(3-chloro-2-fluoro-benzylcarbamoyl)-3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester (1.60 g, 2.35 mmol) and NaN3 (0.370 g, 5.67 mmol) in dry DMF (12 mL) was stirred at 110° C. for 60 h. The mixture was partitioned between water and EtOAc. The aqueous layer was extracted with EtOAc (3×), the combined organics were washed with brine, dried (phase separator) and concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel (EtOAc/c-hexane 1:4 to 1:2) to afford the title compound as a colorless foam. MS (LC-MS): 398 [M+H]+, 342 [MH−tBu]+, 298 [MH−Boc]+; tR (HPLC conditions c): 5.15 min.

1. customThe mixture was partitioned between water and EtOAc
2. extractionThe aqueous layer was extracted with EtOAc (3×)
3. washthe combined organics were washed with brine
4. customdried (phase separator)
5. concentrationconcentrated in vacuo
6. customThe crude product was purified by flash column chromatography on silica gel (EtOAc/c-hexane 1:4 to 1:2)