Sodium Hydroxide → (2S,4S)-N-Allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine
反応式
C([S:4][C@@H:5]1[CH2:9][N:8]([C:10]([O:12][CH2:13][CH:14]=[CH2:15])=[O:11])[C@H:7]([CH2:16][OH:17])[CH2:6]1)(=O)C.[OH-].[Na+]>CO>[CH2:13]([O:12][C:10]([N:8]1[CH2:9][C@@H:5]([SH:4])[CH2:6][C@H:7]1[CH2:16][OH:17])=[O:11])[CH:14]=[CH2:15]参加物
4
実験手順
A solution of (2S,4S)-4-acetylthio-N-allyloxycarbonyl-2-hydroxymethylpyrrolidine (1.17 g, 4.5 mmol) in methanol (25 ml) was treated with 2N sodium hydroxide solution (4.95 ml) under ice-cooling, followed by stirring for 30 minutes, and partitioned between 6N hydrochloric acid (1.65 ml) and ethyl acetate (100 ml). The organic layer was washed with saturated aqueous sodium chloride (30 ml×3), dried over anhydrous sodium sulfate, and evaporated to afford the title compound (875 mg, 90% yield) as an oil.
後処理
- temperaturecooling
- custompartitioned between 6N hydrochloric acid (1.65 ml) and ethyl acetate (100 ml)
- washThe organic layer was washed with saturated aqueous sodium chloride (30 ml×3)
- dry with materialdried over anhydrous sodium sulfate
- customevaporated
出典と根拠
- ORDレコード
- ord-7c220df58539457387f91888d86abd37
- 出典データセット
- uspto-grants-1992_03
- 特許番号
- US05095013
反応ノート
読み込み中…