3-(((Benzyloxy)carbonyl)amino)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate → 3-Amino-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate
反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(OC([NH:22][C:23]([CH3:40])([CH3:39])[CH2:24][CH2:25][N+:26]([CH2:29][CH2:30][O:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38])([CH3:28])[CH3:27])=O)C1C=CC=CC=1>[Pd].CO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:6][CH:7]=1.[NH2:22][C:23]([CH3:40])([CH3:39])[CH2:24][CH2:25][N+:26]([CH2:29][CH2:30][O:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38])([CH3:27])[CH3:28]参加物
4
反応物 1
生成物 1
試薬・触媒・溶媒 2
実験手順
Under a nitrogen atmosphere, palladium on carbon (10%, 200 mg) was added to a solution of 3-(((benzyloxy)carbonyl)amino)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate (0.93 g, 2.2 mmol) in 15 mL of methanol. The flask was degassed and placed under a hydrogen atmosphere, stirring for 18 hours at room temperature. The suspension was filtered through a pad of Celite® washing with methanol, and the filtrate was concentrated under reduced pressure to give a clear oil (700 mg, 2.5 mmol). 1H NMR (D2O, 400 MHz) δ 1.08 (s, 6H), 1.79-1.83 (m, 2H), 2.29 (s, 3H), 3.04 (s, 6H), 3.27 (s, 3H), 3.36-3.41 (m, 2H), 3.45-3.51 (m, 4H), 3.56-3.60 (m, 6H), 3.84 (br m, 2H), 7.26-7.28 (d, J=8.0 Hz, 2H), 7.57-7.60 (d, J=8.0 Hz, 2H). LRMS (ESI/APCI) m/z 277 [M]+