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

HRID 604564
ノート
印刷プレビュー

反応式

HRID 604564 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6344Dichloromethane溶媒2 回

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-df8d7a16ddb34284b15eff635ccaada4
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07910617B2

反応ノート

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