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Imidazole → HCID 12136312, 화합물

HRID 2224089
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HRID 2224089 반응식
[NH2:1][C@@H:2]1[C:14]2[C:6](=[CH:7][C:8]3[O:12][CH2:11][O:10][C:9]=3[CH:13]=2)[C@@H:5]([C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([OH:23])=[C:17]([O:24][CH3:25])[CH:16]=2)[C@H:4]2[C:26](=[O:29])[O:27][CH2:28][C@H:3]12.[Si:30](Cl)([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:32])[CH3:31].N1C=CN=C1>CN(C)C=O>[NH2:1][C@@H:2]1[C:14]2[C:6](=[CH:7][C:8]3[O:12][CH2:11][O:10][C:9]=3[CH:13]=2)[C@@H:5]([C:15]2[CH:16]=[C:17]([O:24][CH3:25])[C:18]([O:23][Si:30]([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:32])[CH3:31])=[C:19]([O:21][CH3:22])[CH:20]=2)[C@H:4]2[C:26](=[O:29])[O:27][CH2:28][C@H:3]12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 10927468(5R,5aR,8aS,9S)-9-Amino-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one

생성물 1

HCID 12136312HCID 12136312, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A 63.4 mmol solution of (5R,5aR,8aS,9S)-9-amino-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3′,4′:6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one, 111.8 mmol of tert-butyldimethylsilyl chloride and 510 mmol of imidazole in 1.6 l of anhydrous dimethylformamide is stirred for 20 hours at ambient temperature. The reaction mixture is then washed with 2 l of water then 1 l of ether. The ether phase is then decanted and the aqueous phase extracted with ether. The organic phases are then dried on magnesium sulfate, are filtered and concentrated under reduced pressure. The expected product is obtained by recrystallization in a benzene/heptane mixture.

후처리

  1. washThe reaction mixture is then washed with 2 l of water
  2. customThe ether phase is then decanted
  3. extractionthe aqueous phase extracted with ether
  4. customThe organic phases are then dried on magnesium sulfate
  5. filtrationare filtered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-10a982c20bce46c08c3545242214b278
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07378419B2

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