四氯化碳 → 2-mercapto-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine-N-methyl amide

HRID 276117

反应方程式

HRID 276117 反应方程式
[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]

参与物

6

反应物 3

HCID 5943四氯化碳HCID 7519苯甲醚HCID 867578252-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine N-methyl amide

产物 1

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

试剂、催化剂与溶剂 2

HCID 15337乙酸汞催化剂HCID 6344二氯甲烷溶剂

实验过程

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%).

后处理

  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

来源与证据

ORD记录
ord-27473199c8ff43b1ac82c772cd020e0b
来源数据集
uspto-grants-2002_03
专利号
US06352976B1

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