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Dichloromethane → HCID 57562414, 화합물

HRID 1726096
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HRID 1726096 반응식
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:15]=2)[C:10]([C:25]2[N:26]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C:27]3[C:32]([CH:33]=2)=[CH:31][C:30]([O:34][Si](C(C)(C)C)(C)C)=[CH:29][CH:28]=3)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>O1CCCC1>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[CH:14][CH:15]=2)[C:10]([C:25]2[N:26]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C:27]3[C:32]([CH:33]=2)=[CH:31][C:30]([OH:34])=[CH:29][CH:28]=3)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 2724141Tetrabutylammonium FluorideHCID 575624715-benzyloxy-3-[1-tert-butoxycarbonyl-5-(tert-butyl-dimethylsilanyloxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester

생성물 1

HCID 57562414HCID 57562414, 화합물수율 76.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매

실험 절차

A solution of 13.4 g of 5-benzyloxy-3-[1-tert-butoxycarbonyl-5-(tert-butyl-dimethylsilanyloxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester and 6.15 g of tetrabutylammonium fluoride in 140 ml of anhydrous tetrahydrofuran is stirred at ambient temperature for 30 minutes. The solvent is evaporated off under vacuum. The reaction crude is taken up with 50 ml of dichloromethane and the organic phase is washed with 2 times 25 ml of distilled water. The organic phase is dried over magnesium sulfate. After filtration and concentration under vacuum, the reaction crude is purified by flash chromatography on 450 g of 40-63 μm silica. Elution is carried out with 100% dichloromethane and then a 98/2 then 95/5 dichloromethane/methanol mixture to Obtain 8.54 g of 5-benzyloxy-3-(1-tert-butoxycarbonyl-5-hydroxy-1H-indol-2-yl)indazole-1-carboxylic acid tert-butyl ester.

후처리

  1. customThe solvent is evaporated off under vacuum
  2. customThe reaction crude
  3. washthe organic phase is washed with 2 times 25 ml of distilled water
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. filtrationAfter filtration and concentration under vacuum
  6. customthe reaction crude
  7. customis purified by flash chromatography on 450 g of 40-63 μm silica
  8. washElution

출처 및 근거

ORD 기록
ord-ec08c49f37c0415b8e8d5c24a89f3908
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07491710B2

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