Tetrabutylammonium Fluoride → 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthol

HRID 1061870

반응식

HRID 1061870 반응식
[Si]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([C:24]1[N:25]=[CH:26][N:27]([C:29]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:28]=1)([OH:23])[CH:20]([CH3:22])[CH3:21])[CH:13]=[CH:12]2)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:23][C:19]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([OH:8])[CH:18]=[CH:17]2)([C:24]1[N:25]=[CH:26][N:27]([C:29]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:28]=1)[CH:20]([CH3:21])[CH3:22]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 220184421-(6-tert-butyldimethylsilyloxy-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

생성물 1

HCID 220183856-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthol수율 98.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

1-(6-tert-Butyldimethylsilyloxy-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (35.0 g) was dissolved in THF (100 mL) and cooled to 0° C. A solution (1 M: 100 mL) of tetrabutylammonium fluoride in THF was added dropwise. The mixture was stirred at room temperature for 1 hr., and the solvent was evaporated and water was added to the residue. The resulting precipitate was collected by filtration, washed with ether and water and dried to give the title compound (28.3 g) as a colorless powder.

후처리

  1. custom, and the solvent was evaporated
  2. additionwater was added to the residue
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with ether and water
  5. customdried

출처 및 근거

ORD 기록
ord-f1ab5871e07143e3888a53eb3d5ce653
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960586B2

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