tert-Butyl {2-[3-(2,3-dihydro-1-ethyloxycarbonyl-3-oxo-indazol-2-yl)-propylsulfanyl]-benzoimidazol-1-yl}-acetate → {2-[3-(2,3-Dihydro-1-ethyloxycarbonyl-3-oxo-indazol-2-yl)-propylsulfanyl]-benzoimidazol-1-yl}-acetic acid
反応式
[CH2:1]([O:3][C:4]([N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[N:7]1[CH2:16][CH2:17][CH2:18][S:19][C:20]1[N:24]([CH2:25][C:26]([O:28]C(C)(C)C)=[O:27])[C:23]2[CH:33]=[CH:34][CH:35]=[CH:36][C:22]=2[N:21]=1)=[O:5])[CH3:2]>C(O)(C(F)(F)F)=O.ClCCl>[CH2:1]([O:3][C:4]([N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[N:7]1[CH2:16][CH2:17][CH2:18][S:19][C:20]1[N:24]([CH2:25][C:26]([OH:28])=[O:27])[C:23]2[CH:33]=[CH:34][CH:35]=[CH:36][C:22]=2[N:21]=1)=[O:5])[CH3:2]参加物
3
反応物 1
生成物 1
試薬・触媒・溶媒 1
実験手順
tert-Butyl {2-[3-(2,3-dihydro-1-ethyloxycarbonyl-3-oxo-indazol-2-yl)-propylsulfanyl]-benzoimidazol-1-yl}-acetate (Precursor G-01b, 63.8 mg, 0.1 mmol) is stirred in TFA/dichloromethane (1:1, 2 ml) at rt overnight. The solvents are removed in vacuo. The crude is taken up in chloroform (1 ml) and filtered over cotton wool. The solvent is removed in vacuuo and the residue is dried under high vacuum. This yields the title compound (6 mg) in 11% as a colourless oil: tR=2.24 min (LC-2), ESI-MS (pos.): m/z 455.11 [M+H]+, ESI-MS (neg.): m/z 453.22 [M−H]+; 1H-NMR (DMSO-d6): δ (ppm) 1.31 (t, 3H, CH3), 2.03 (quint., 2H, CH2CH2N), 3.18 (m, 2H, SCH2), 4.23 (t, 2H, CH2N), 4.36 (q, 2H, OCH2), 4.94 (s, 2H, CH2CO2), 7.10-7.15 (m, 2H, m), 7.39 (t, 1 Harom), 7.46 (m, 2Harom), 7.70-7.78 (m, 2Harom), 7.87 (d, 1Harom)