Tetrabutylammonium Fluoride → HCID 145857714、化合物
反応式
C[Si](C)(C)CCOC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([S:21]([C:24]3[CH:28]=[C:27]([C:29]([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[NH:30])[S:26][C:25]=3[S:39][CH3:40])(=[O:23])=[O:22])[CH:16]=2)=[C:10]([NH2:41])[CH:9]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[C:35]([O:34][C:32](=[O:33])[NH:31][C:29]([C:27]1[S:26][C:25]([S:39][CH3:40])=[C:24]([S:21]([C:17]2[CH:16]=[C:15]([C:11]3[C:12]([CH3:14])=[CH:13][C:8]([NH2:7])=[CH:9][C:10]=3[NH2:41])[CH:20]=[CH:19][CH:18]=2)(=[O:22])=[O:23])[CH:28]=1)=[NH:30])([CH3:37])([CH3:38])[CH3:36]参加物
4
反応条件
- 温度
- 40 °C
実験手順
{2-Amino-3′-[5-(tert-butoxycarbonylamino-imino-methyl)-2-methylsulfanyl-thiophene-3-sulfonyl]-6-methyl-biphenyl-4-yl}-carbamic acid 2-trimethylsilanyl-ethyl ester (1000 mg, 1.48 mmol, Example 294, step f) was dissolved into THF (25 mL). To this was added TBAF (1M, 1.62 mL, 1.62 mmol) and the reaction was warmed to 40° C. with stirring for 3 hours. Additional TBAF (1.48 mL, 1.48 mmol) was added and the reaction was stirred at rt overnight. The solvents were removed in vacuo, the residue was dissolved into EtOAc and washed with water several times (5 washes). The combined organic layers were dried (MgSO4) and the solvents were removed in vacuo resulting in the title compound as a yellow solid (800 mg, 100%). 1H-NMR (CDCl3): δ: 8.03 (s, 1H), 7.95–7.93 (m, 1H), 7.89–7.88 (m, 1H), 7.59–7.53 (m, 2H), 6.08 (m, 1H), 5.99 (m, 1H), 2.55 (s, 3H), 1.85 (s, 3H), 1.52 (s, 9H).