2,2,2-Trifluoroethanol → Sitagliptin
反応式
C(O)C(F)(F)F.[O:7]=[C:8]([N:22]1[CH2:27][CH2:26][N:25]2[C:28]([C:31]([F:34])([F:33])[F:32])=[N:29][N:30]=[C:24]2[CH2:23]1)/[CH:9]=[C:10](\[NH2:21])/[CH2:11][C:12]1[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=1[F:20]>>[O:7]=[C:8]([N:22]1[CH2:27][CH2:26][N:25]2[C:28]([C:31]([F:34])([F:33])[F:32])=[N:29][N:30]=[C:24]2[CH2:23]1)[CH2:9][C@H:10]([NH2:21])[CH2:11][C:12]1[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=1[F:20]参加物
3
実験手順
Into a flask was charged [Rh(cod)2]OTf (0.1 mmol) and (S)-Cy2-p-Tol-Biphemp (Ligand E) (0.1 mmol) under a nitrogen atmosphere. Degassed trifluoroethanol was then added (20 mL) and the mixture was stirred at room temperature for 1 h. Into a hydrogenator was charged the enamine amide 2-4 (1 mmol) and then degassed. The catalyst solution was then transferred to the hydrogenator under nitrogen. After degassing three times, the enamine amide was hydrogenated under 100 psig hydrogen gas at 20° C. for 20 h (94% assay yield, 98% ee).
後処理
- customdegassed
- customAfter degassing three times
- waitthe enamine amide was hydrogenated under 100 psig hydrogen gas at 20° C. for 20 h