反応式
CC(C)([O-])C.[K+].[F:7][C:8]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][C:9]=1[CH2:10]Br.[C:17]([O:21][C:22]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29])=[O:23])([CH3:20])([CH3:19])[CH3:18]>O1CCCC1>[C:17]([O:21][C:22]([NH:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][CH2:10][C:9]1[CH:12]=[C:13]([Br:16])[CH:14]=[CH:15][C:8]=1[F:7])=[O:23])([CH3:20])([CH3:19])[CH3:18]参加物
反応条件
- 温度
- -40 °C
実験手順
In a 25 ml flask 4-(t-butoxycarbonylamino)butanol was dissolved in tetrahydrofuran (15 ml) under a nitrogen atmosphere. The solution was cooled to −40° C. and potassium tert-butoxide (1M in tetrahydrofuran, 2.14 ml, 2.14 mmol) was added slowly. The resulting mixture was stirred at −40° C. for thirty minutes. To this reaction mixture was added 2-fluoro-5-bromobenzyl bromide (521 mg, 1.94 mmol), added dropwise as a solution in tetrahydrofuran (3.5 ml). The resulting mixture was slowly warmed to 0° C. and stirred at this temperature for two hours. The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was partitioned between 1 M potassium carbonate and methylene chloride. The aqueous fraction was back-extracted with methylene chloride. The organic fractions were combined and dried over sodium sulfate. The solvents were removed in vacuo. The desired intermediate was further purified by liquid chromatography.
後処理
- temperatureThe resulting mixture was slowly warmed to 0° C.
- stirringstirred at this temperature for two hours
- customThe reaction mixture was partitioned between 1 M potassium carbonate and methylene chloride
- extractionThe aqueous fraction was back-extracted with methylene chloride
- dry with materialdried over sodium sulfate
- customThe solvents were removed in vacuo
- customThe desired intermediate was further purified by liquid chromatography
出典と根拠
- ORDレコード
- ord-d3a78e57ef244b938203929a695e2ad2
- 出典データセット
- uspto-grants-2001_06
- 特許番号
- US06245761B1
関連ノート
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