Tetrabutylammonium Fluoride → Methyl E4-[5-[2-(4-tert-butylbenzyloxy)phenyl]-3-(3,5-difluoro-4-hydroxybenzyl)pent-4-enyl]-benzoate
반응식
[C:1]([C:5]1[CH:53]=[CH:52][C:8]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[CH:17]=[CH:18]/[CH:19]([CH2:32][C:33]2[CH:38]=[C:37]([F:39])[C:36]([O:40][Si](C(C)C)(C(C)C)C(C)C)=[C:35]([F:51])[CH:34]=2)[CH2:20][CH2:21][C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[CH:17]=[CH:18]/[CH:19]([CH2:32][C:33]2[CH:38]=[C:37]([F:39])[C:36]([OH:40])=[C:35]([F:51])[CH:34]=2)[CH2:20][CH2:21][C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=2)=[CH:52][CH:53]=1)([CH3:4])([CH3:2])[CH3:3]참가 물질
4
실험 절차
780 mg (1.05 mmol) of methyl E-4-[5-[2-(4-tert-butylbenzyloxy)phenyl]-3-(3,5-difluoro-4-triisopropylsilanyloxybenzyl)pent-4-enyl]benzoate are introduced into 20 ml of THF at room temperature under argon, 2.11 ml (2.11 mmol) of a 1 M solution of tetra-n-butylammonium fluoride in THF are added, and the mixture is stirred at room temperature until reaction is complete. All the volatile components are then removed in vacuo. The resulting crude product is purified by preparative HPLC. 229 mg (37% of theory) of the title compound are obtained.
후처리
- customAll the volatile components are then removed in vacuo
- customThe resulting crude product is purified by preparative HPLC
출처 및 근거
- ORD 기록
- ord-c67f009f71944fc298f713e35bb4652a
- 출처 데이터셋
- uspto-grants-2012_05
- 특허 번호
- US08173704B2
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