反应详情

温度

60 °C

A solution of 1-tert-butyl 2-methyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (1.0 eq.) in DMF (0.5 M) under nitrogen was cooled to 0° C. Solid 1,1′-carbonyldiimidazole (1.0 eq.) was added to the reaction. The contents of the reaction flask were warmed to RT and after 2 h a solution of 4-vinylisoindoline (1.0 eq.) in DMF (4 M) was added. The reaction was heated in a 60° C. oil bath for 2 h then cooled and poured into water and 5% potassium bisulfate. The resulting mixture was extracted with EtOAc. Combined organics were washed with brine, dried with anhydrous sodium sulfate, filtered and evaporated. Flash column chromatography eluting with hexane/EtOAc 70/30 gave the title compound as a white foam (81%). LRMS (ESI) m/z 417 (M+H).

1. additionwas added
2. temperaturethen cooled
3. extractionThe resulting mixture was extracted with EtOAc
4. washCombined organics were washed with brine
5. dry with materialdried with anhydrous sodium sulfate
6. filtrationfiltered
7. customevaporated
8. washFlash column chromatography eluting with hexane/EtOAc 70/30