Anisole → N,N'-di-(4-chlorophenethyl)-2-(2-mercapto-3-phenylpropionylamino)malonamide

Participants

Reaction Steps

Combine of N,N′-di-(4-chlorophenethyl)-2-((S)-2-(p-methoxybenzylmercapto)-3-phenylpropionylamino)malonamide (0.29 g, 0.43 mmol), mercury (II) acetate (0.171 g, 0.54 mmol), and anisole (0.47 mL) in dichloromethane (10 mL). Cool in an ice bath and degas by repeatedly applying vacuum and filling the vessel with nitrogen. Add trifluoroacetic acid (4 mL). After 3 hours, purge with hydrogen sulfide (gas) for about 10 minutes. Filter and evaporate in vacuo to give a residue. Triturate the residue with diethyl ether to give the title compound as a solid (80%).

Provenance & Evidence