Reacción #363299

Ecuación de reacción

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

anisole

carbon tetrachloride

→

title compound

Rendimiento 80.5%

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

Rendimiento 80.5%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaCool in an ice bath
2. 2
   Otrodegas
3. 3
   Filtraciónfilter
4. 4
   Otroevaporate in vacuo
5. 5
   Otroto give a residue
6. 6
   Otroevaporate in vacuo
7. 7
   Otroto give a residue
8. 8
   OtroTriturate the residue with hexane

Procedimiento

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%).

Fuente