反应详情

Add water (3 mL) and TFA (1 mL) to a solution of (R)-3-[3,5-Dichloro-4′-(morpholine-4-carbonyl)-biphenyl-4-ylmethyl]-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one in THF (3 mL). Stir the mixture at room temp for 12 hours. Partition the reaction with ethyl acetate (20 mL) and sodium bicarbonate (sat. solution, 15 mL), separate the organic layer, extract the aqueous with another 20 mL of ethyl acetate, and combine the organic solutions. Dry over sodium sulfate, filter and concentrate. Dissolve the residue in 4 mL of dichloromethane, load on silica gel column, and flash with ethyl acetate for 15 minutes and then switch to 8% methanol in dichloromethane to afford 0.13 grams (84%) of the desired product as white solid. MS (m/z): 532 (M+).

1. customPartition
2. customthe reaction with ethyl acetate (20 mL) and sodium bicarbonate (sat. solution, 15 mL)
3. customseparate the organic layer
4. extractionextract the aqueous with another 20 mL of ethyl acetate
5. dry with materialDry over sodium sulfate
6. filtrationfilter
7. concentrationconcentrate
8. dissolutionDissolve the residue in 4 mL of dichloromethane
9. waitload on silica gel column, and flash with ethyl acetate for 15 minutes