Hydrochloric Acid → S-pivaloyl-N-(2-mercapto-2-methylpropanoyl)-L-cysteine

Participants

Reaction Conditions

Reaction Steps

N-(2-Mercapto-2-methylpropanoyl)-L-cysteine (11.2 g, 0.05 mol) is dissolved in N sodium hydroxide (50 ml) and then pivaloyl chloride (6.6 g, 0.055 mol) and N sodium hydroxide (60 ml) are added dropwise while stirring under a nitrogen atmosphere at 0° C. After the addition, the mixture is stirred for 1 hour at room temperature and acidified with 6 N hydrochloric acid. The produced oil is extracted with ethyl acetate. The organic layer is washed with water, dried and concentrated to dryness to yield 11.5 g (75.0%) S-pivaloyl-N-(2-mercapto-2-methylpropanoyl)-L-cysteine.

Provenance & Evidence