HCID 58292863、化合物 → 2-(3-Ethoxycarbonylmethyl-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-thiazole-5-carboxylic acid
反応式
C([O:5][C:6]([C:8]1[S:12][C:11]([O:13][C:14]2[CH:15]=[C:16]([CH3:30])[C:17]3[CH:21]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[O:20][B:19]([OH:28])[C:18]=3[CH:29]=2)=[N:10][CH:9]=1)=[O:7])(C)(C)C>C(O)(C(F)(F)F)=O>[CH2:26]([O:25][C:23]([CH2:22][CH:21]1[O:20][B:19]([OH:28])[C:18]2[CH:29]=[C:14]([O:13][C:11]3[S:12][C:8]([C:6]([OH:7])=[O:5])=[CH:9][N:10]=3)[CH:15]=[C:16]([CH3:30])[C:17]1=2)=[O:24])[CH3:27]参加物
3
実験手順
2-(3-Ethoxycarbonylmethyl-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-thiazole-5-carboxylic acid tert-butyl ester (3.3 g, 7.6 mmol) was treated with TFA (40 mL) and stirred at room temperature for overnight. The reaction mixture was concentrated and purified by column chromatography (silica, DCM/MeOH=20:1) affording the title compound (2.5 g, 87%) as a white foam. 1H NMR (CDCl3) δ 7.98 (s, 1H), 7.45 (d, 1H), 7.19 (d, 1H), 5.67 (dd, 1H), 4.20 (q, 2H), 3.12 (dd, 1H), 2.43 (m, 1H), 2.39 (s, 3H), 1.56 (s, 9H), 1.24 (t, 3H). MS found: (M+H)+: 378.05.