Potassium Carbonate → Tert-butyl-2-((6-(4-benzylpiperidin-1-yl)hexyl)(2-tert-butoxybenzyl)amino)ethylcarbamate
반응식
[C:1]([O:5][C:6]1[CH:41]=[CH:40][CH:39]=[CH:38][C:7]=1[CH2:8][N:9]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][CH:29](C2C=CC=CC=2)[CH2:28][CH2:27]1)[CH2:10][CH2:11][NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:4])([CH3:3])[CH3:2].BrCCCCCCN([CH2:60][C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][C:62]=1OC(C)(C)C)CCNC(=O)OC(C)(C)C.C(C1CCNCC1)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>>[C:15]([O:14][C:13](=[O:19])[NH:12][CH2:11][CH2:10][N:9]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]1[CH2:27][CH2:28][CH:29]([CH2:60][C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)[CH2:30][CH2:31]1)[CH2:8][C:7]1[CH:38]=[CH:39][CH:40]=[CH:41][C:6]=1[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])([CH3:17])([CH3:16])[CH3:18]참가 물질
반응물 4
생성물 1
실험 절차
The same procedure as described for compound 16 was applied to starting material 15 (2.4 g, 5.89 mmol), 4-benzylpiperidine (2.06 g, 11.78 mmol) and K2CO3 (0.814 g, 5.89 mmol). Purification was carried out on a silica gel TLC plate that was developed in with a 3% methanolic NH3 (7 M NH3 in methanol/97% CH2Cl2. The product was isolated as pale yellow oil (58%). 1H NMR (CDCl3) δ 7.328 (dd, 1H, Ar), 7.211 (t, 2H, Ar), 7.132 (t, 1H, Ar), 7.077 (m, 3H, Ar), 6.951 (m, 2H, Ar), 3.576 (s, 2H, —CH2—), 3.302 (d, 2H, —CH2—), 3.112 (m, 2H, —CH2—), 2.729 (m, 2H, —CH2—), 2.525 (m, 6H), 2.395 (m, 2H, —CH2—), 1.819 (m, 2H, —CH2—), 1.724 (m, 5H), 1.424 (m, 2H, —CH2—), 1.356 (s, 9H, —C(CH3)3), 1.325 (s, 9H, —C(CH3)3), 1.224 (s(br), 4H, —CH2—CH2—). Mass Spec.=579.86 (M+H)+.
후처리
- customPurification
출처 및 근거
- ORD 기록
- ord-314aaa1386a8496e997afe0b1002ae86
- 출처 데이터셋
- uspto-grants-2014_06
- 특허 번호
- US08747810B2
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