Реакция #363299

Уравнение реакции

2-(4-methoxybenzylthio)-pentanoyl-(L)-homophenylalanyl-(L)-phenylalanine N-methyl amide

anisole

carbon tetrachloride

→

title compound

Выход 80.5%

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

Выход 80.5%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ТемператураCool in an ice bath
2. 2
   Другоеdegas
3. 3
   Фильтрацияfilter
4. 4
   Другоеevaporate in vacuo
5. 5
   Другоеto give a residue
6. 6
   Другоеevaporate in vacuo
7. 7
   Другоеto give a residue
8. 8
   ДругоеTriturate the residue with hexane

Методика

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%).

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