Trifluoroacetic acid → (E)-N1-(3-(1H-imidazol-1-yl)propyl)-N8-hydroxy-2-((naphthalen-1-yloxy)methyl)octenediamide

HRID 555360

反応式

HRID 555360 の反応式
[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:39])/[C:11](/[CH2:27][O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([NH:19][O:20]C2CCCCO2)=[O:18])[CH:5]=[CH:4][N:3]=[CH:2]1.FC(F)(F)C(O)=O.CO.ClCCl>CO>[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:39])/[C:11](/[CH2:27][O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([NH:19][OH:20])=[O:18])[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 21226129Dichloromethane methanolHCID 86640100(E)-N1-(3-(1H-imidazol-1-yl)propyl)-2-((naphthalen-1-yloxy)methyl)-N8-(tetra hydro-2H-pyran-2-yloxy)-2-octenediamide

生成物 1

HCID 16117444(E)-N1-(3-(1H-imidazol-1-yl)propyl)-N8-hydroxy-2-((naphthalen-1-yloxy)methyl)octenediamide収率 37%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(E)-N1-(3-(1H-imidazol-1-yl)propyl)-2-((naphthalen-1-yloxy)-methyl)-N8-(tetrahydro-2H-pyran-2-yloxy)-2-octenediamide (203 mg, 0.38 mM) obtained in Example (2-1-3) was dissolved in methanol (2 ml), and trifluoroacetic acid (146 μl, 1.90 mM) was slowly added thereto at 0° C. Then, the resulting mixture was heated to room temperature and reacted for 18 hrs. After the completion of reaction, the solvent was removed under reduced pressure. The residue thus obtained was subjected to a silica gel column chromatography (eluent: methanol/dichloromethane=1/9) to obtain 63 mg of the title compound (yield 37%).

後処理

  1. customat 0° C
  2. customreacted for 18 hrs
  3. customAfter the completion of reaction
  4. customthe solvent was removed under reduced pressure
  5. customThe residue thus obtained

出典と根拠

ORDレコード
ord-e28a77b847124935a30960ddb6b8fa2e
出典データセット
uspto-grants-2011_11
特許番号
US08053435B2

関連ノート

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