Cesium fluoride → cis-3-[(R)-1-hydroxyethyl]-4-ethynyl-2-azetidinone
反応式
[OH:1][CH:2]([CH:4]1[CH:7]([C:8]#[C:9][Si](C)(C)C)[NH:6][C:5]1=[O:14])[CH3:3].[F-].[Cs+]>O1CCCC1.CO.O>[OH:1][C@@H:2]([C@H:4]1[C@@H:7]([C:8]#[CH:9])[NH:6][C:5]1=[O:14])[CH3:3]参加物
6
反応条件
- 温度
- 60 °C
実験手順
A cis/trans mixture (1.0 g) of 3-(1-hydroxyethyl)-4-trimethylsilylethynyl-2-azetidinone is dissolved in a mixture of tetrahydrofuran (10 ml) and methanol (5 ml), and a solution of cesium fluoride (0.2 g) in water (2 ml) is added to the solution. The mixture is stirred at 60° C. for an hour and concentrated under reduced pressure and the residue is extracted with ethyl acetate (20 ml) and tetrahydrofuran (20 ml). The extract is dried over magnesium sulfate, concentrated under reduced pressure and crystallized from ethyl acetate to give 0.18 g of cis-3-[(R)-1-hydroxyethyl]-4-ethynyl-2-azetidinone.
後処理
- concentrationconcentrated under reduced pressure
- extractionthe residue is extracted with ethyl acetate (20 ml) and tetrahydrofuran (20 ml)
- dry with materialThe extract is dried over magnesium sulfate
- concentrationconcentrated under reduced pressure
- customcrystallized from ethyl acetate
出典と根拠
- ORDレコード
- ord-751ea92dd0b44662bafb12c806b76a22
- 出典データセット
- uspto-grants-1989_07
- 特許番号
- US04845210
反応ノート
読み込み中…