Methanesulfonic acid, 1,1,1-trifluoro-, calcium salt (2:1) → 2-(9-Benzenesulfonyl-1,3,4,9-tetrahydro-beta-carbolin-2-yl)-1-(1,4-dioxaspiro[4.5]dec-8-yl)ethanol
반응식
FC(F)(F)S([O-])(=O)=O.[Ca+2].FC(F)(F)S([O-])(=O)=O.[C:18]1([S:24]([N:27]2[C:39]3[CH2:38][NH:37][CH2:36][CH2:35][C:34]=3[C:33]3[C:28]2=[CH:29][CH:30]=[CH:31][CH:32]=3)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[O:40]1[CH2:42][CH:41]1[CH:43]1[CH2:52][CH2:51][C:46]2([O:50][CH2:49][CH2:48][O:47]2)[CH2:45][CH2:44]1>O1CCCC1>[C:18]1([S:24]([N:27]2[C:39]3[CH2:38][N:37]([CH2:42][CH:41]([CH:43]4[CH2:52][CH2:51][C:46]5([O:50][CH2:49][CH2:48][O:47]5)[CH2:45][CH2:44]4)[OH:40])[CH2:36][CH2:35][C:34]=3[C:33]3[C:28]2=[CH:29][CH:30]=[CH:31][CH:32]=3)(=[O:26])=[O:25])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1참가 물질
5
반응물 3
생성물 1
시약·촉매·용매 1
실험 절차
Calcium trifluoromethanesulfonate (1.22 g, 3.60 mmol) was added to a solution of the product from stage 3 (2.51 g, 8.05 mmol) and 8-oxiranyl-1,4-dioxaspiro[4.5]decane (1.34 g, 7.30 mmol) in anhydrous tetrahydrofuran (50 ml) and the mixture was stirred at room temperature for 48 h. The tetrahydrofuran was removed i. vac. The residue was taken up in methylene chloride (40 ml) and the mixture was washed with 25% potassium carbonate solution (2×25 ml). The organic phase was dried with sodium sulfate and concentrated i. vac. The crude product (4.31 g) was purified by flash chromatography with cyclohexane/ethyl acetate (1:2).
후처리
- customThe tetrahydrofuran was removed i
- washthe mixture was washed with 25% potassium carbonate solution (2×25 ml)
- dry with materialThe organic phase was dried with sodium sulfate
- concentrationconcentrated i
- customThe crude product (4.31 g) was purified by flash chromatography with cyclohexane/ethyl acetate (1:2)
출처 및 근거
- ORD 기록
- ord-ae64a643ae504c869995656fecd3f845
- 출처 데이터셋
- uspto-grants-2012_10
- 특허 번호
- US08288406B2
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