Triethylamine → N-(3,5-dimethylbenzoyl)-2-methyl-3-[4-(3-thienyl)phenyl]alanine methyl ester

HRID 1957027노트

반응식

HRID 1957027 반응식
[CH3:1][O:2][C:3](=[O:18])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)=[CH:9][CH:8]=1)[NH2:5].[CH2:19](N(CC)CC)C.[CH3:26][C:27]1[CH:28]=[C:29]([CH:33]=[C:34]([CH3:36])[CH:35]=1)[C:30](Cl)=[O:31]>O1CCOCC1.CCOCC>[CH3:1][O:2][C:3](=[O:18])[C@:4]([CH3:19])([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)=[CH:9][CH:8]=1)[NH:5][C:30](=[O:31])[C:29]1[CH:28]=[C:27]([CH3:26])[CH:35]=[C:34]([CH3:36])[CH:33]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 810883,5-Dimethylbenzoyl ChlorideHCID 572132553-[4-(3-Thienyl)phenyl]-alanine methyl ester

생성물 1

HCID 67674849N-(3,5-dimethylbenzoyl)-2-methyl-3-[4-(3-thienyl)phenyl]alanine methyl ester

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 312751,4-Dioxane용매

실험 절차

A stirred solution of 3-[4-(3-thienyl)phenyl]-alanine methyl ester (650 mg) and triethylamine (1.64 g, 11.8 mmol) in 1,4-dioxane (10 ml) is added 3,5-dimethylbenzoyl chloride (517 mg, 3.07 mmol) at room temperature. The mixture is stirred at room temperature overnight. The reaction mixture is diluted with ether and washed with 1N hydrochloric acid, sat. sodium bicarbonate and water. The organic layer is dried over magnesium sulfate and concentrated in vacuo. The residue is chromatographed on silica with ethyl acetate/hexane (1:2) to give N-(3,5-dimethylbenzoyl)-2-methyl-3-[4-(3-thienyl)phenyl]alanine methyl ester.

후처리

  1. washwashed with 1N hydrochloric acid, sat. sodium bicarbonate and water
  2. dry with materialThe organic layer is dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue is chromatographed on silica with ethyl acetate/hexane (1:2)

출처 및 근거

ORD 기록
ord-95606a5704ec47e59b96bf3c5d9d6a1d
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780498

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