반응식
[CH2:1]([C:5]12[CH2:17][CH:16]([CH3:18])[C:15](=[O:19])[C:14]([CH3:20])=[C:13]1[C:12]1[C:7](=[CH:8][C:9]([O:21][CH2:22][O:23][CH3:24])=[CH:10][CH:11]=1)[CH2:6]2)[CH2:2][CH2:3][CH3:4].[Li+].[CH3:26]C([N-]C(C)C)C.IC>C1COCC1>[CH2:1]([C:5]12[CH2:17][C:16]([CH3:26])([CH3:18])[C:15](=[O:19])[C:14]([CH3:20])=[C:13]1[C:12]1[C:7](=[CH:8][C:9]([O:21][CH2:22][O:23][CH3:24])=[CH:10][CH:11]=1)[CH2:6]2)[CH2:2][CH2:3][CH3:4]참가 물질
반응 조건
- 온도
- -78 °C
실험 절차
A solution of (2SR,9aSR)-9a-butyl-2,4-dimethyl-7-methoxymethoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one (39 mg, 0.12 mmol) in anhydrous THF (1.0 mL) was cooled in an ice bath, stirred under a nitrogen atmosphere, and treated with 0.4M LDA in THF (0.39 mL, 0.16 mmol). After stirring at 0° C. for 30 minutes, the yellow solution was cooled to −78° C. and treated with iodomethane (0.037 mL, 0.6 mmol). The resulting mixture was allowed to gradually warm to room temperature, then stirred at room temperature overnight. Workup as described in Example 18, step 2, afforded a crude product which was purified by PLC on a 0.1×20×20 cm silica gel GF plate, using 10:1 hexanes-EtOAc as developing solvent. The band at Rf 0.18-0.24 afforded 9a-butyl-7-methoxymethoxy-2,2,4-trimethyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (28 mg) as an oil.
후처리
- stirringAfter stirring at 0° C. for 30 minutes
- temperatureto gradually warm to room temperature
- stirringstirred at room temperature overnight
- customafforded a crude product which
- customwas purified by PLC on a 0.1×20×20 cm silica gel GF plate
출처 및 근거
- ORD 기록
- ord-1cea5b97e21b47708df149edb4f91295
- 출처 데이터셋
- uspto-grants-2006_08
- 특허 번호
- US07087599B2
연결된 노트
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