반응식
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]참가 물질
5
반응물 3
생성물 1
시약·촉매·용매 1
반응 조건
- 온도
- 20 °C
실험 절차
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]+.
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-8cbc908f1a3b4e50bb93abe58c8043d2
- 출처 데이터셋
- uspto-grants-2012_06
- 특허 번호
- US08193359B2
연결된 노트
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