4-phenyl-1-(triphenylmethyl)-1H-imidazole → (5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-phenyl-1-trityl-1H-imidazol-2-yl)methanol
反応式
[C:1]1([C:7]2[N:8]=[CH:9][N:10]([C:12]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li]CCCC.[CH2:36]([O:38][C:39]1[CH:40]=[C:41]([O:48][CH:49]([CH3:51])[CH3:50])[C:42]([F:47])=[C:43]([CH:46]=1)[CH:44]=[O:45])[CH3:37]>C1COCC1>[CH2:36]([O:38][C:39]1[CH:40]=[C:41]([O:48][CH:49]([CH3:50])[CH3:51])[C:42]([F:47])=[C:43]([CH:44]([C:9]2[N:10]([C:12]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:11]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:8]=2)[OH:45])[CH:46]=1)[CH3:37]参加物
5
反応条件
- 温度
- 0 °C
実験手順
To a solution of Intermediate 8.1 (200 mg, 0.517 mmol) in 3 mL THF at 0° C., was added BuLi (1.4 M in THF, 0.406 mL, 0.569 mmol). The mixture was stirred at 0° C. for 25 min, then a solution of Intermediate 7.2 (117 mg, 0.517 mmol) in 1 mL THF was added dropwise. The mixture was stirred at 0° C. for 30 min, then was quenched with sat. NH4Cl. The mixture was diluted with EtOAc, washed with H2O and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 40% EtOAc/hexanes gradient) to afford 240 mg of Intermediate 25.1 as a colorless solid.
後処理
- stirringThe mixture was stirred at 0° C. for 30 min
- customwas quenched with sat. NH4Cl
- additionThe mixture was diluted with EtOAc
- washwashed with H2O and brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated
- customThe crude product was purified by flash chromatography (0 to 40% EtOAc/hexanes gradient)
出典と根拠
- ORDレコード
- ord-82c678c85dfc489099ebd5eff43e4600
- 出典データセット
- uspto-grants-2009_08
- 特許番号
- US07576098B2
反応ノート
読み込み中…