反応式
CC([O-])(C)C.[K+].[C:7]([O:11][C:12]([N:14]1[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][O:22]S(C)(=O)=O)[CH2:16][CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8].[O:27]1[C:35]2[CH:34]=[CH:33][N:32]=[CH:31][C:30]=2[CH:29]=[C:28]1[CH2:36]O>C1COCC1>[C:7]([O:11][C:12]([N:14]1[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][O:22][CH2:36][C:28]2[O:27][C:35]3[CH:34]=[CH:33][N:32]=[CH:31][C:30]=3[CH:29]=2)[CH2:16][CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8]参加物
5
反応物 3
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 20 °C
実験手順
t-BuOK (45 mg, 401 μmol) and 4-(2-methanesulfonyloxyethyl)piperidine-1-carboxylic acid tert-butyl ester (134 mg, 436 μmol) were added to a stirred solution of furo[3,2-c]pyridin-2-ylmethanol (Preparation 4, 50 mg, 336 μmol) in anhydrous THF (5 mL). The reaction was heated under reflux for 6 h, before being cooled to 20° C. and quenched with saturated aqueous NH4Cl. The mixture was extracted twice with EtOAc, then the combined organic extracts were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified by column chromatography (EtOAc-MeOH, 1:0 to 50:1) to furnish the title compound: RT=2.86 min; m/z (ES+)=361.3 [M+H]+.
後処理
- temperatureThe reaction was heated
- temperatureunder reflux for 6 h
- customquenched with saturated aqueous NH4Cl
- extractionThe mixture was extracted twice with EtOAc
- washthe combined organic extracts were washed with brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified by column chromatography (EtOAc-MeOH, 1:0 to 50:1)
出典と根拠
- ORDレコード
- ord-8cbc908f1a3b4e50bb93abe58c8043d2
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08193359B2
関連ノート
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