反応式
[C:1]1([C@H:7]([NH2:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][C:11]([C:21]1[C:29]2[O:28][CH2:27][CH2:26][C:25]=2[CH:24]=[CH:23][CH:22]=1)([CH3:20])[CH2:12][C:13]1([C:16]([F:19])([F:18])[F:17])[CH2:15][O:14]1>CCO>[O:28]1[C:29]2[C:21]([C:11]([CH3:20])([CH3:10])[CH2:12][C:13]([CH2:15][NH:9][C@@H:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH3:8])([OH:14])[C:16]([F:18])([F:19])[F:17])=[CH:22][CH:23]=[CH:24][C:25]=2[CH2:26][CH2:27]1参加物
反応条件
- 温度
- 50 °C
実験手順
To an ice-cooled solution of (R)-(+)-1-phenylethylamine (4.43 mL, 34.9 mmol) in anhydrous EtOH (3 mL) was added, dropwise, racemic 7-{1,1-dimethyl-2-[2-(trifluoromethyl)-2-oxiranyl]ethyl}-2,3-dihydro-1-benzofuran (1 g, 3.49 mmol), which may be prepared according to WO04/063163. The reaction mixture was then heated at 50° C. overnight, cooled to room temperature and evaporated in vacuo. The residue was applied to a 50 g silica SPE cartridge and eluted with 0.5% NH3 in toluene. The appropriate fractions were combined and evaporated in vacuo to give a colourless oil (1.486 g). This oil was subjected to mass-directed autopreparation to give Intermediate 22 (2S isomer, 314 mg), Intermediate 23 (2R isomer, 334 mg) plus a mixed fraction (480 mg). The mixed fraction was re-subjected to mass-directed autopreparation to give further Intermediate 22 (90 mg), Intermediate 23 (125 mg) plus a mixed fraction (160 mg). The fractions containing Intermediate 22 were combined with each other as were the fractions containing Intermediate 23.
後処理
- additionwas added
- temperaturecooled to room temperature
- customevaporated in vacuo
- washeluted with 0.5% NH3 in toluene
- customevaporated in vacuo
出典と根拠
- ORDレコード
- ord-4f37f6bd241642809b6a11ea4d1cfac7
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08093281B2
関連ノート
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