Acetic Anhydride → 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-acetoxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one
反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:15][CH:14]([OH:16])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[N:11]([CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:10]1=[O:29])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:30](OC(=O)C)(=[O:32])[CH3:31]>>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:15][CH:14]([O:16][C:30](=[O:32])[CH3:31])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[N:11]([CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:10]1=[O:29])=[O:7])([CH3:4])([CH3:3])[CH3:2]参加物
3
実験手順
A solution of 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-hydroxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (described above, 3.0 g) in acetic anhydride (50 ml) was heated at 80° under a dry nitrogen atmosphere for 2 hours. The acetic anhydride was evaporated. The residue was dissolved in ethyl acetate (75 ml) and washed with saturated sodium bicarbonate (50 ml), water (50 ml), and saturated sodium chloride (50 ml). The organic phase was dried (sodium sulfate), evaporated, and the residue triturated with ether (50 ml) to give 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-acetoxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one, m.p. 164°-166.5° C. [α]D =-169° (C=0.36 in DMF).
後処理
- customThe acetic anhydride was evaporated
- dissolutionThe residue was dissolved in ethyl acetate (75 ml)
- washwashed with saturated sodium bicarbonate (50 ml), water (50 ml), and saturated sodium chloride (50 ml)
- dry with materialThe organic phase was dried (sodium sulfate)
- customevaporated
- customthe residue triturated with ether (50 ml)
出典と根拠
- ORDレコード
- ord-1167db5f3c3f4793be23348ca305b705
- 出典データセット
- uspto-grants-1986_03
- 特許番号
- US04575503
反応ノート
読み込み中…