반응식
[CH3:1][Si:2]([CH3:21])([CH3:20])[O:3][CH:4]1[CH2:12][CH2:11][CH2:10][C@@:9]2([CH3:13])[CH:5]1[CH2:6][CH2:7][C@@H:8]2[C@H:14]([CH3:19])[CH2:15][CH2:16][CH:17]=[O:18].[C:22]([O:25][CH2:26][C:27]([CH2:29][Si](C)(C)C)=[CH2:28])(=[O:24])[CH3:23].ClCCl>C(N(CC)CC)C>[C:22]([O:25][CH2:26][C:27]([CH2:29][CH:17]([OH:18])[CH2:16][CH2:15][C@H:14]([C@@H:8]1[C@:9]2([CH3:13])[CH:5]([CH:4]([O:3][Si:2]([CH3:1])([CH3:20])[CH3:21])[CH2:12][CH2:11][CH2:10]2)[CH2:6][CH2:7]1)[CH3:19])=[CH2:28])(=[O:24])[CH3:23]참가 물질
반응물 3
생성물 1
시약·촉매·용매 1
반응 조건
- 온도
- -78 °C
실험 절차
A 1.72 g amount of the compound (4-7), (4R)-4-[(1R,7aR)-octahydro-4-trimethylsilyloxy-7a-methyl-1H-inden-1-yl]-pentanal and 1.10 g of 2-(trimethylsilyl-methyl)-2-propenyl acetate were taken in a 200 ml eggplant-shaped flask, then 30 ml of dichloromethane was added and the solution stirred at −78° C. To this was added 0.86 ml of BF•Et2O, then the solution stirred at −78° C. for 1 hour. Further, 3 ml of triethylamine was added to stop the reaction, then the solvent was distilled off under reduced pressure. The obtained residue was purified by a silica gel column (IR-60, 150 g, hexane/ethyl acetate=50/1 to 9/1) to obtain the desired product (4-8), (7R)-2-acetoxymethyl-7-[(1R,7aR)-octahydro-4-trimethylsilyloxy-7a-methyl-1H-inden-1-yl]-octen-4-ol in an amount of 1.32 g (yield 57%).
후처리
- stirringthe solution stirred at −78° C. for 1 hour
- customthe reaction
- distillationthe solvent was distilled off under reduced pressure
- customThe obtained residue was purified by a silica gel column (IR-60, 150 g, hexane/ethyl acetate=50/1 to 9/1)
출처 및 근거
- ORD 기록
- ord-fa65f8ce7af54430bbb307309ab36613
- 출처 데이터셋
- uspto-grants-2001_01
- 특허 번호
- US06177586B1
연결된 노트
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