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Lithium iodide → N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]-1,1'-biphenyl-4-yl}sulfonyl)-N-methyl-D-valine

HRID 29317
ノート
印刷プレビュー

反応式

HRID 29317 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([S:25]([N:28]([CH3:37])[C@@H:29]([C:33]([O:35]C)=[O:34])[CH:30]([CH3:32])[CH3:31])(=[O:27])=[O:26])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:11].[I-].[Li+]>C(OCC)(=O)C.Cl>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([S:25]([N:28]([CH3:37])[C@@H:29]([C:33]([OH:35])=[O:34])[CH:30]([CH3:32])[CH3:31])(=[O:26])=[O:27])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 66321Lithium iodideHCID 68710769methyl N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]-1,1'-biphenyl-4-yl}sulfonyl)-N-methyl-D-valinate

生成物 1

HCID 59788415N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]-1,1'-biphenyl-4-yl}sulfonyl)-N-methyl-D-valine収率 78.3%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8857
Ethyl Acetate
溶媒
2 回

実験手順

To 0.13 g of methyl N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-N-methyl-D-valinate in 12 mL ethyl acetate was added 0.67 g of lithium iodide and the mixture was refluxed overnight. The reaction was diluted with ethyl acetate and 1N HCl. The organic layer was washed with water, sodium thiosulfate solution, water and brine, dried over Na2SO4, filtered, and concentrated to provide 0.099 g of N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-N-methyl-D-valine. Yield 77.9%. m.p. 239-241° C.; MS 505.1(M−H)−.

後処理

  1. temperaturethe mixture was refluxed overnight
  2. washThe organic layer was washed with water, sodium thiosulfate solution, water and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-511c2bd31fb342a4823b00f1fc323a79
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07420001B2

反応ノート

読み込み中…

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