Carbon Tetrachloride → 2-mercapto-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine-N-methyl amide

HRID 276117

反応式

HRID 276117 の反応式
[CH3:1][NH:2][C:3](=[O:41])[C@H:4]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[NH:5][C:6](=[O:33])[C@H:7]([CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[NH:8][C:9](=[O:24])[CH:10]([S:14]CC1C=CC(OC)=CC=1)[CH2:11][CH2:12][CH3:13].C1(OC)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>ClCCl.C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[CH3:1][NH:2][C:3](=[O:41])[C@H:4]([CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[NH:5][C:6](=[O:33])[C@H:7]([CH2:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[NH:8][C:9](=[O:24])[CH:10]([SH:14])[CH2:11][CH2:12][CH3:13]

参加物

6

反応物 3

HCID 5943Carbon TetrachlorideHCID 7519AnisoleHCID 867578252-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine N-methyl amide

生成物 1

HCID 598787442-mercapto-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine-N-methyl amide収率 80.5%

試薬・触媒・溶媒 2

HCID 15337Mercuric acetate触媒HCID 6344Dichloromethane溶媒

実験手順

Combine 2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine N-methyl amide (0.26 g, 0.45 mmol), mercury (II) acetate (0.156 g, 0.49 mmol), and anisole (0.49 mL, 4.5 mmol) in dichloromethane (10 mL). Cool in an ice bath and degas by repeatedly applying vacuum and filling the vessel with nitrogen. Add trifluoroacetic acid (2 mL). After 3 hours, filter and evaporate in vacuo to give a residue. Repeatedly, combine the residue and carbon tetrachloride and evaporate in vacuo to give a residue. Triturate the residue with hexane to give the title compound as a solid (165 mg, 80.4%).

後処理

  1. temperatureCool in an ice bath
  2. customdegas
  3. filtrationfilter
  4. customevaporate in vacuo
  5. customto give a residue
  6. customevaporate in vacuo
  7. customto give a residue
  8. customTriturate the residue with hexane

出典と根拠

ORDレコード
ord-27473199c8ff43b1ac82c772cd020e0b
出典データセット
uspto-grants-2002_03
特許番号
US06352976B1

関連ノート

読み込み中…