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3-Methoxytyramine → (S)-2-(Ethylsulfonylamino)-3-methyl-butyric acid N-[2-(4-hydroxy-3-methoxyphenyl)-ethyl]-amide

HRID 650977
ノート
印刷プレビュー

反応式

HRID 650977 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[CH:4][C:3]=1[O:11][CH3:12].[CH2:13]([S:15]([NH:18][C@@H:19]([CH:23]([CH3:25])[CH3:24])[C:20](O)=[O:21])(=[O:17])=[O:16])[CH3:14].F[P-](F)(F)(F)(F)F.N1([P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>CN(C)C=O.O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH:10][C:20](=[O:21])[C@@H:19]([NH:18][S:15]([CH2:13][CH3:14])(=[O:17])=[O:16])[CH:23]([CH3:25])[CH3:24])=[CH:4][C:3]=1[O:11][CH3:12]
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 16693-MethoxytyramineHCID 81531DiisopropylethylamineHCID 10938826Benzotriazol-1-yltris(dimethylamino)phosphonium hexafluorophosphateHCID 11356256N-ethylsulfonyl-L-valine

生成物 1

HCID 54471411(S)-2-(Ethylsulfonylamino)-3-methyl-butyric acid N-[2-(4-hydroxy-3-methoxyphenyl)-ethyl]-amide

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

1.7 g of 2-(4-hydroxy-3-methoxy-phenyl)-ethylamine and 2.1 g of (S)-2-(ethylsulfonylamino)-3-methyl-butyric acid are stirred at room temperature for 2 hours together with 4.6 g of (benzotriazol-1-yl)-tris(dimethylamino)phosphonium hexafluorophosphate and 4.5 ml of diisopropylethylamine in 40 ml of dimethylformamide. The reaction mixture is then introduced into 600 ml of water. Extraction is carried out twice using 400 ml of ethyl acetate each time. The organic phases are washed twice using 300 ml of water each time and once with 200 ml of saturated sodium chloride solution, dried over magnesium sulfate and concentrated, yielding (S)-2-(ethylsulfonylamino)3-methyl-butyric acid N-[2-(4-hydroxy-3-methoxyphenyl)-ethyl]-amide in the form of a brown oil, which can be purified by chromatography on silica gel with ethyl acetate.

後処理

  1. extractionExtraction
  2. washThe organic phases are washed twice
  3. dry with materialonce with 200 ml of saturated sodium chloride solution, dried over magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-8a11a985c6514f5caf4d871340d4a06b
出典データセット
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06277849B1

反応ノート

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