Triacetoxyperiodinane → HCID 89657403, 화합물

HRID 930913노트

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HRID 930913 반응식
[F:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:6]=1[C:15]1[C:16]2[CH:25]=[C:24]([CH2:26][OH:27])[NH:23][C:17]=2[C:18](=[O:22])[N:19]([CH3:21])[CH:20]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.S(=O)(O)[O-].[Na+]>ClCCl.C(=O)(O)[O-].[Na+]>[F:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:12])=[O:13])=[CH:7][C:6]=1[C:15]1[C:16]2[CH:25]=[C:24]([CH:26]=[O:27])[NH:23][C:17]=2[C:18](=[O:22])[N:19]([CH3:21])[CH:20]=1

참가 물질

6

반응물 3

HCID 159087TriacetoxyperiodinaneHCID 23665763Sodium BisulfiteHCID 89656277HCID 89656277, 화합물

생성물 1

HCID 89657403HCID 89657403, 화합물수율 79.3%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

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온도
0 °C

실험 절차

To the solution of Example 276 (1.0 g, 2.2 mmol) in dichloromethane (50 mL) at 0° C. was added Dess-MartinPeriodinane (1.84 g, 4.34 mmol) and the reaction mixture was stirred at 0° C. for 30 minutes. The reaction mixture was then stirred at ambient temperature for three hours. A solution of sodium bisulfite (0.9 g, 9 mmol) in saturated aqueous sodium bicarbonate (5 mL) was added, and the reaction mixture was stirred for 15 minutes and extracted with ethyl acetate. The organic layer was dried (anhydrous sodium sulfate), filtered, and concentrated to provide the title compound (0.80 g, 70% yield).

후처리

  1. stirringThe reaction mixture was then stirred at ambient temperature for three hours
  2. stirringthe reaction mixture was stirred for 15 minutes
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried (anhydrous sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-20c0c9099b114426b94205ba42f96c0b
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296741B2

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