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

HRID 2209671

반응식

HRID 2209671 반응식
[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

참가 물질

7

반응물 3

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 8471TriethylamineHCID 439524D-Leucine

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-1e5f6bfa5b164bae97874728cedef62b
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05455258

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