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

HRID 422940
ノート
印刷プレビュー

反応式

HRID 422940 の反応式
[NH2:1][C@:2]([CH3:14])([CH2:5][CH2:6][C:7]1[N:8]([CH2:12][CH3:13])[CH:9]=[CH:10][CH:11]=1)[CH2:3][OH:4].C(N([CH2:20][CH3:21])CC)C.[C:22](OC(=O)C)(=[O:24])[CH3:23].[OH2:29]>ClCCl.CN(C)C1C=CN=CC=1>[C:22]([O:4][CH2:3][C@@:2]([NH:1][C:20](=[O:29])[CH3:21])([CH3:14])[CH2:5][CH2:6][C:7]1[N:8]([CH2:12][CH3:13])[CH:9]=[CH:10][CH:11]=1)(=[O:24])[CH3:23]
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

実験手順

To a solution of (2R)-2-amino-2-methyl-4-(1-ethylpyrrol-2-yl)butan-1-ol 1/2 D-(−)tartrate (2.7 g, 7.80 mmol) obtained in Reference example (24a) in dichloromethane (30 ml) were added successively triethylamine (17.0 ml, 122 mmol), acetic anhydride (7.6 ml, 80.4 mmol) and 4-dimethylaminopyridine (20 mg, 0.16 mmol), and the resulting mixture was stirred at room temperature for 3.5 hours. After stirring, water was added to the reaction mixture, and the resulting mixture was extracted with dichloromethane. The extract was washed successively with water and saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. After filtration, the solvent was removed in vacuo, and the residue was purified by chromatography on a silica gel column using ethyl acetate as the eluent to afford the title compound (2.2 g, yield: 96%).

後処理

  1. stirringAfter stirring
  2. extractionthe resulting mixture was extracted with dichloromethane
  3. washThe extract was washed successively with water and saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. customthe solvent was removed in vacuo
  7. customthe residue was purified by chromatography on a silica gel column

出典と根拠

ORDレコード
ord-7f515ed08aa8453daeca1badffb3b843
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08101650B2

反応ノート

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