反応式
[CH2:1]([NH:8][C@H:9]([CH3:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li]CCCC.[CH2:22]([O:24][C:25](=[O:37])[CH:26]=[CH:27][C:28]1[CH:36]=[CH:35][C:31]2[CH:32]=[CH:33][O:34][C:30]=2[CH:29]=1)[CH3:23].[NH4+].[Cl-]>C1COCC1>[CH2:22]([O:24][C:25](=[O:37])[CH2:26][C@@H:27]([C:28]1[CH:36]=[CH:35][C:31]2[CH:32]=[CH:33][O:34][C:30]=2[CH:29]=1)[N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C@@H:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:16])[CH3:23]参加物
6
反応条件
- 温度
- 0 °C
実験手順
A solution of N-benzyl-α-(R)-methylbenzylamine (1.32 g, 6.30 mmol) in THF (25 mL) at 0° C. was treated with n-BuLi (2.52 mL of a 2.5 M soln in hexanes). The resulting solution was stirred at 0° C. for 30 min and then cooled to −78° C. A solution of acrylate 6-4 (0.681 g, 3.15 mmol) in THF (5 mL) was added. After stirring for 15 min at −78° C., satd. aq. NH4Cl soln (5 mL) was added and the cold bath removed. The mixture was warmed to room temperature, and extracted with Et2O (2×40 mL). The combined organic extracts were washed with brine (30 mL), dried over MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (10% ethyl acetate/hexanes) to give the β-aminoester 6-5 as a yellow oil.
後処理
- temperaturecooled to −78° C
- stirringAfter stirring for 15 min at −78° C.
- customthe cold bath removed
- temperatureThe mixture was warmed to room temperature
- extractionextracted with Et2O (2×40 mL)
- washThe combined organic extracts were washed with brine (30 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified by flash chromatography (10% ethyl acetate/hexanes)
出典と根拠
- ORDレコード
- ord-be96eb64f159447c9dcf365ed46425b5
- 出典データセット
- uspto-grants-2001_10
- 特許番号
- US06297249B1
関連ノート
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