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Trifluoroacetic acid → (S)-2-{[1-(1-Ethyl-propyl)-2-(tetrahydro-furan-2-ylmethyl)-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid

HRID 1750166
ノート
印刷プレビュー

反応式

HRID 1750166 の反応式
C([O:5][C:6](=[O:35])[C@@H:7]([NH:12][C:13]([C:15]1[CH:34]=[CH:33][C:18]2[N:19]([CH:28]([CH2:31][CH3:32])[CH2:29][CH3:30])[C:20]([CH2:22][CH:23]3[CH2:27][CH2:26][CH2:25][O:24]3)=[N:21][C:17]=2[CH:16]=1)=[O:14])[CH2:8][CH:9]([CH3:11])[CH3:10])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:29]([CH:28]([N:19]1[C:18]2[CH:33]=[CH:34][C:15]([C:13]([NH:12][C@@H:7]([CH2:8][CH:9]([CH3:10])[CH3:11])[C:6]([OH:35])=[O:5])=[O:14])=[CH:16][C:17]=2[N:21]=[C:20]1[CH2:22][CH:23]1[CH2:27][CH2:26][CH2:25][O:24]1)[CH2:31][CH3:32])[CH3:30]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86714374(S)-2-{[1-(1-Ethyl-propyl)-2-(tetrahydro-furan-2-ylmethyl)-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester

生成物 1

HCID 86714376(S)-2-{[1-(1-Ethyl-propyl)-2-(tetrahydro-furan-2-ylmethyl)-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid収率 35%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

75 mg of (S)-2-{[1-(1-Ethyl-propyl)-2-(tetrahydro-furan-2-ylmethyl)-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester were dissolved in 0.6 ml dichloromethane and 0.18 μl of trifluoroacetic acid were added. After stirring at room temperature over night the reaction mixture was concentrated. The residue was dissolved in 1 M aqueous sodium hydroxide solution, and precipitated by addition of 2 M aqueous hydrochloric acid. The solid was taken up in ethyl acetate, dried over sodium sulphate and concentrated. The obtained residue was precipitated by addition of pentane. 23 mg (35%) of (S)-2-{[1-(1-Ethyl-propyl)-2-(tetrahydro-furan-2-ylmethyl)-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid were obtained.

後処理

  1. concentrationwas concentrated
  2. dissolutionThe residue was dissolved in 1 M aqueous sodium hydroxide solution
  3. customprecipitated by addition of 2 M aqueous hydrochloric acid
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. customThe obtained residue was precipitated by addition of pentane

出典と根拠

ORDレコード
ord-db0290a734b24d95a0806e25176c30df
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09156796B2

反応ノート

読み込み中…

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