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

HRID 1957027ノート

反応式

HRID 1957027 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-95606a5704ec47e59b96bf3c5d9d6a1d
出典データセット
uspto-grants-1998_07
特許番号
US05780498

反応ノート

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