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Tetrabutylammonium Fluoride → HCID 44818263, 화합물

HRID 1158509
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HRID 1158509 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[CH2:19]([C@:26]([OH:63])([CH2:43][CH2:44][O:45][Si](C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1)[C:27]([N:29]1[C@H:33]2[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:39]=3[CH2:40][C@H:32]2[O:31][C:30]1([CH3:42])[CH3:41])=[O:28])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1COCC1>[CH2:19]([C@:26]([OH:63])([CH2:43][CH2:44][OH:45])[C:27]([N:29]1[C@H:33]2[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:39]=3[CH2:40][C@H:32]2[O:31][C:30]1([CH3:42])[CH3:41])=[O:28])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1
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참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 59511564HCID 59511564, 화합물

생성물 1

HCID 44818263HCID 44818263, 화합물수율 71.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

TBAF (0.278 g, 1.06 mmol, 1M in THF) was added to a solution of (S)-2-benzyl-4-(tert-butyl-diphenyl-silanyloxy)-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3 aH-indeno[1,2-d]oxazol-3-yl)-2-hydroxy-butan-1-one (21f) (0.33 g, 0.53 mmol) in THF (20 mL) at room temperature and stirred for 3 h. Solvent was evaporated and the residue dissolved in dichloromethane and washed with water, brine, dried and evaporated. The product purified by flash chromatography using petroleum ether:acetone (4:1) to get 0.145 g of the title product in 69% yield from two steps.

후처리

  1. customSolvent was evaporated
  2. dissolutionthe residue dissolved in dichloromethane
  3. washwashed with water, brine
  4. customdried
  5. customevaporated
  6. customThe product purified by flash chromatography

출처 및 근거

ORD 기록
ord-402da9ecf785410a9f64ccf30e2996cb
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07807677B2

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