反応式
[Li]C(CC)C.C1CCCCC1.C(=O)=O.CC(C)=O.CN(CCN(C)C)C.[CH2:27]([NH:29][C:30](=[O:38])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[Cl:37])[CH3:28].[CH2:39]([Si:42]([CH3:45])([CH3:44])Cl)[CH:40]=[CH2:41]>C1COCC1>[Cl:37][C:32]1[CH:33]=[CH:34][CH:35]=[C:36]([Si:42]([CH3:45])([CH3:44])[CH2:39][CH:40]=[CH2:41])[C:31]=1[C:30]([NH:29][CH2:27][CH3:28])=[O:38]参加物
8
反応物 6
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- -78 °C
実験手順
A solution of 1.3M s-BuLi in cyclohexane (10.5 mL, 13.6 mmol) was added dropwise to a dry-ice/acetone cooled solution of TMEDA (1.0 mL, 6.5 mmol) in THF (10 mL), followed by the dropwise addition of a solution of the compound of example f (1.0 g, 5.45 mmol) in THF (10 mL). The reaction mixture was stirred at -78° C. for 30 min, then allyldimethylchlorosilane (10.9 mmol) was added and the mixture was stirred for 2.5 h at -78° C. The resulting reaction was warmed to -30° C., quenched with dilute aq citric acid, diluted with water, and extracted with EtOAc (2×). The combined organic extracts were dried (MgSO4), concentrated, and purified by HPLC with 1:19 EtOAc/cyclohexane to give the desired compound as a white solid. m.p. 61-63° C.
後処理
- stirringthe mixture was stirred for 2.5 h at -78° C
- customThe resulting reaction
- temperaturewas warmed to -30° C.
- customquenched with dilute aq citric acid
- additiondiluted with water
- extractionextracted with EtOAc (2×)
- dry with materialThe combined organic extracts were dried (MgSO4)
- concentrationconcentrated
- custompurified by HPLC with 1:19 EtOAc/cyclohexane
出典と根拠
- ORDレコード
- ord-8db12fac9bc64eef9b4f8b1866919248
- 出典データセット
- uspto-grants-2000_10
- 特許番号
- US06133252
関連ノート
読み込み中…