4-Methoxybenzenesulfonyl chloride → (2R)-2-{[(4-methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid

HRID 1720580

反応式

HRID 1720580 の反応式
[NH2:1][C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].C(N(CC)CC)C.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>O1CCOCC1.O.C(Cl)Cl>[CH3:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([S:25]([NH:1][C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5])(=[O:27])=[O:26])=[CH:23][CH:24]=1

参加物

7

反応物 3

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 8471TriethylamineHCID 439524D-Leucine

生成物 1

HCID 744873(2R)-2-{[(4-methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

(D)-leucine (7.1 g, 53.9 mmol) is dissolved in dioxane (60.0 mL) and water (60.0 mL). To this solution is added triethylamine (11.3 mL, 80.9 mmol) and 4-methoxybenzenesulfonyl chloride (12.25 g, 59.3 mmol), and the reaction is stirred at room temperature overnight. The reaction is then diluted with methylene chloride and washed successively with 2.5N hydrochloric acid, water, and brine. The organic phase is dried (Na2SO4), and the solvent is evaporated to give N-[4-methoxybenzenesulfonyl]-(D)-leucine, which is used without further purification.

後処理

  1. washwashed successively with 2.5N hydrochloric acid, water, and brine
  2. dry with materialThe organic phase is dried (Na2SO4)
  3. customthe solvent is evaporated

出典と根拠

ORDレコード
ord-119ce36be33f4a5b84d887a81121e428
出典データセット
uspto-grants-1996_04
特許番号
US05506242

関連ノート

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