反応式
[Si]([O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[CH:16]1[CH2:19][N:18]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:17]1)(C(C)(C)C)(C)C.[F-].C[N+](C)(C)C>O1CCCC1>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([CH:16]2[CH2:17][N:18]([C:20]([O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[O:21])[CH2:19]2)[CH:11]=1参加物
4
実験手順
To a solution of tert-Butyl 3-(2-{[tert-butyl(dimethyl)silyl]oxy}-5-chlorophenyl)azetidine-1-carboxylate (Preparation 238, 3.1 g, 7.79 mmol) in tetrahydrofuran (80 ml) was added tetramethylammonium fluoride (1.0 g, 10.74 mmol). The mixture was stirred at room temperature for 18 hours before concentrating in vacuo. The residue was partitioned between tert-butyl methyl ether (100 ml) and aqueous sodium hydroxide solution. The organics were dried over sodium sulfate, filtered and evaporated in vacuo to give a reddish brown oil, 2.33 g. This was purified by column chromatography (100 g of silica) eluting with heptane:ethyl acetate (6:4, by volume) to afford the title compound as a reddish brown gum, 850 mg, 38% yield.
後処理
- concentrationbefore concentrating in vacuo
- customThe residue was partitioned between tert-butyl methyl ether (100 ml) and aqueous sodium hydroxide solution
- dry with materialThe organics were dried over sodium sulfate
- filtrationfiltered
- customevaporated in vacuo
- customto give a reddish brown oil, 2.33 g
- customThis was purified by column chromatography (100 g of silica)
- washeluting with heptane:ethyl acetate (6:4, by volume)
出典と根拠
- ORDレコード
- ord-74f3631b0d5d45d783a48016a9097092
- 出典データセット
- uspto-grants-2014_12
- 特許番号
- US08907101B2
関連ノート
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