Water → HCID 178519364、化合物

反応式

[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1[CH:35]=[CH:34][C:14]2[C@@H:15]3[C@H:20]([CH2:21][CH2:22][C:13]=2[CH:12]=1)[N:19]([C:23]([C:25]1[CH:33]=[CH:32][C:28]2[NH:29][CH:30]=[N:31][C:27]=2[CH:26]=1)=[O:24])[CH2:18][CH2:17][CH2:16]3)=O.O>O1CCCC1>[NH:29]1[C:28]2[CH:32]=[CH:33][C:25]([C:23]([N:19]3[C@@H:20]4[C@@H:15]([C:14]5[CH:34]=[CH:35][C:11]([CH2:9][OH:8])=[CH:12][C:13]=5[CH2:22][CH2:21]4)[CH2:16][CH2:17][CH2:18]3)=[O:24])=[CH:26][C:27]=2[N:31]=[CH:30]1

参加物

反応条件

温度: -10 °C

実験手順

Lithium aluminum hydride (1 mol/L in tetrahydrofuran, 0.5 mL) is added to a solution of cis-4-(1H-benzoimidazole-5-carbonyl)-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline-8-carboxylic acid methyl ester (150 mg) in tetrahydrofuran (6 mL) cooled to −10° C. The resulting solution is stirred for 2 h while warming to ca. −3° C. in the cooling bath. Little water is added carefully and the resulting mixture is filtered over Celite. The filtrate is diluted with ethyl acetate and dried (MgSO4). The solvent is evaporated and the residue is triturated with ethyl acetate and dried to give the title compound as a solid. Yield: 56 mg (40% of theory); LC (method 1): tR=2.03 min; Mass spectrum (ESI+): m/z=362 [M+H]+.