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Water → (2R)-1-Acetoxy-2-acetylamino-2-methyl-4-(1-ethylpyrrol-2-yl)butane

HRID 604564
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HRID 604564 반응식
C(N([CH2:6][CH3:7])CC)C.[C:8](OC(=O)C)(=[O:10])[CH3:9].[NH2:15][C@:16]([CH3:28])([CH2:19][CH2:20][C:21]1[N:22]([CH2:26][CH3:27])[CH:23]=[CH:24][CH:25]=1)[CH2:17][OH:18].[OH2:29]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:8]([O:18][CH2:17][C@@:16]([NH:15][C:6](=[O:29])[CH3:7])([CH3:28])[CH2:19][CH2:20][C:21]1[N:22]([CH2:26][CH3:27])[CH:23]=[CH:24][CH:25]=1)(=[O:10])[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 18448118(2R)-2-amino-2-methyl-4-(1-ethylpyrrol-2-yl)butan-1-ol

생성물 1

HCID 66673196(2R)-1-Acetoxy-2-acetylamino-2-methyl-4-(1-ethylpyrrol-2-yl)butane수율 96%

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매2회

실험 절차

Triethylamine (17.0 mL, 122 mmol), acetic anhydride (7.6 mL, 80.4 mmol) and 4-dimethylaminopyridine (20 mg, 0.16 mmol) were added to a solution of (2R)-2-amino-2-methyl-4-(1-ethylpyrrol-2-yl)butan-1-ol ½ D-(−)-tartrate (2.70 g, 7.80 mmol) obtained in Reference example 3 (3e) in methylene chloride (30 mL) and the mixture was stirred at room temperature for 3 hours and 30 minutes. Water and methylene chloride were added to the reaction mixture to separate it. The thus obtained organic phase was separated, washed with water and a saturated aqueous NaCl solution and dried over anhydrous sodium sulfate. After filtration, it was concentrated to dryness under reduced pressure and the residue was purified by silica gel chromatography (ethyl acetate) to obtain the title compound (2.2 g, yield: 96%).

후처리

  1. customto separate it
  2. customThe thus obtained organic phase was separated
  3. washwashed with water
  4. dry with materiala saturated aqueous NaCl solution and dried over anhydrous sodium sulfate
  5. filtrationAfter filtration, it
  6. concentrationwas concentrated to dryness under reduced pressure
  7. customthe residue was purified by silica gel chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-df8d7a16ddb34284b15eff635ccaada4
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07910617B2

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