4-Methylmorpholine → thioacetic acid S-[3-benzylsulfanyl-2-(cyanomethyl-carbamoyl)-propyl]ester

Participants

Reaction Steps

A mixture of 3-acetylsulfanyl-2-benzylsulfanylmethyl-propionic acid (0.200 g), prepared as in Reference 10, HOBt hydrate (0.13 g), aminoacetonitrile hydrochloride (0.15 g) and EDC (0.26 g) was treated with methylene chloride (6 mL) and N-methylmorpholine (0.35 mL). After stirring for 80 minutes at room temperature, the reaction mixture was diluted with ethyl acetate (50 mL) and washed sequentially with water, aqueous sodium bicarbonate and saturated aqueous sodium chloride. The solution was dried over magnesium sulfate and evaporated to give thioacetic acid S-[3-benzylsulfanyl-2-(cyanomethyl-carbamoyl)-propyl] ester (0.218 g).

Provenance & Evidence