(2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate → (2S)-1,1,1-trifluoropropan-2-yl (3S)-pyrrolidin-3-ylcarbamate

反応式

C([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14](=[O:22])[O:15][C@@H:16]([CH3:21])[C:17]([F:20])([F:19])[F:18])[CH2:9]1)C1C=CC=CC=1>C1COCC1.CO.[OH-].[OH-].[Pd+2]>[NH:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14](=[O:22])[O:15][C@@H:16]([CH3:21])[C:17]([F:20])([F:18])[F:19])[CH2:9]1

参加物

実験手順

To a solution of (2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate (1.82 g) in THF (20 ml) and MeOH (20 ml) was added 20% palladium hydroxide on activated carbon (200 mg). The resulting solution was placed under a H2 atmosphere (balloon pressure) and stirred at room temperature for 15 hours. The solution was obtained by filtration through Celite and, washing the filter cake with MeOH, was concentrated in vacuo to give (2S)-1,1,1-trifluoropropan-2-yl(3S)-pyrrolidin-3-ylcarbamate as a pale yellow oil.