4-[3-(1-Naphthylsulfonylmethyl)-4-nitrophenoxymethyl]piperidine-1-carboxylic acid benzyl ester → 4-[4-Amino-3-(1-naphthylsulfonylmethyl)phenoxymethyl]piperidine-1-carboxylic acid benzyl ester
반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[C:21]([CH2:28][S:29]([C:32]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[CH:35]=[CH:34][CH:33]=3)(=[O:31])=[O:30])[CH:20]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH2:13][CH:14]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([NH2:25])=[C:21]([CH2:28][S:29]([C:32]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[CH:35]=[CH:34][CH:33]=3)(=[O:31])=[O:30])[CH:20]=2)[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1참가 물질
3
실험 절차
A mixture of 4-[3-(1-naphthylsulfonylmethyl)-4-nitrophenoxymethyl]-piperidine-1-carboxylic acid benzyl ester (0.9 g, 1.6 mmoles) and stannous chloride (1.8 g, 8 mmoles) in ethanol was heated at reflux temperature for 5 hours, cooled and concentrated under vacuum. The concentrate was diluted with water and extracted with EtOAc. The extracts were combined, dried over Na2SO4 and concentrated to afford the title compound (0.74 g, 1.36 mmoles).