Water → HCID 67399360、化合物

反応式

[BH4-].[Na+].[C:3]([C:6]1[CH:7]=[CH:8][C:9](/[C:14](/[C:33]2[CH:38]=[CH:37][C:36]([C:39]([CH3:42])([CH3:41])[CH3:40])=[CH:35][CH:34]=2)=[CH:15]/[C@@H:16]2[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:23]=3[O:30][CH3:31])[C:19](=[O:32])[CH2:18][CH2:17]2)=[N:10][C:11]=1[O:12][CH3:13])(=[O:5])[CH3:4].O>CO>[C:39]([C:36]1[CH:37]=[CH:38][C:33](/[C:14](/[C:9]2[CH:8]=[CH:7][C:6]([CH:3]([OH:5])[CH3:4])=[C:11]([O:12][CH3:13])[N:10]=2)=[CH:15]\[C@@H:16]2[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:23]=3[O:30][CH3:31])[C:19](=[O:32])[CH2:18][CH2:17]2)=[CH:34][CH:35]=1)([CH3:40])([CH3:41])[CH3:42]

参加物

実験手順

Sodium borohydride (108 mg) was added to a solution of (5R)-5-[(E)-2-(5-acetyl-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one obtained in Example 4-175(1) (773 mg) in methanol under ice-cooling, followed by stirring for 40 minutes. The reaction solution was poured into water and extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→1:1) to give (5R)-5-{(E)-2-(4-tert-butylphenyl)-2-[5-(1-hydroxyethyl)-6-methoxypyridin-2-yl]ethenyl}-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one as a colorless amorphous (388 mg).