Cesium fluoride → cis-3-[(R)-1-hydroxyethyl]-4-ethynyl-2-azetidinone
반응식
[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]참가 물질
6
반응 조건
- 온도
- 60 °C
실험 절차
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.
후처리
- 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
출처 및 근거
- ORD 기록
- ord-751ea92dd0b44662bafb12c806b76a22
- 출처 데이터셋
- uspto-grants-1989_07
- 특허 번호
- US04845210
반응 노트
불러오는 중…