反応式
C([Li])(C)(C)C.[Si:6]([C:10]#[CH:11])([CH3:9])([CH3:8])[CH3:7].[C:12]([Si:16]([CH3:23])([CH3:22])[O:17][CH2:18][C@@H:19]1[CH2:21][O:20]1)([CH3:15])([CH3:14])[CH3:13].B(F)(F)F>C1COCC1>[Si:16]([O:17][CH2:18][C@@H:19]([OH:20])[CH2:21][C:11]#[C:10][Si:6]([CH3:9])([CH3:8])[CH3:7])([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:23])[CH3:22]参加物
6
反応条件
- 温度
- -78 °C
実験手順
tert-Butyl lithium (2 eq) is added to a solution of TMS-acetylene (2 eq) in THF at −78° C. and the reaction mixture stirred for an additional 30 min. (S)-tert-butyldimethyl(oxiran-2-ylmethoxy)silane (1 eq) and BF3.EtO2 (2 eq) are added and stirred at −78° C. for 4.5 hours. The reaction is quenched by addition of aqueous ammonium chloride solution and extracted with ethyl acetate (3×). The combined organic layers are washed with brine, dried (MgSO4) and concentrated under reduced pressure to afford (S)-1-(tert-butyldimethylsilyloxy)-5-(trimethylsilyl)pent-4-yn-2-ol.
後処理
- additionEtO2 (2 eq) are added
- customThe reaction is quenched by addition of aqueous ammonium chloride solution
- extractionextracted with ethyl acetate (3×)
- washThe combined organic layers are washed with brine
- dry with materialdried (MgSO4)
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-42a3b186073d4db1b47a7d9f79d75d78
- 出典データセット
- uspto-grants-2016_03
- 特許番号
- US09296686B2
関連ノート
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