Lawesson's reagent → tert-Butyl (2R)-2-carbamothioylpiperidine-1-carboxylate

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Reaction Steps

A solution of (R)-2-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester (1.31 g, 6 mmol) in dioxane (20 mL) was treated under argon with Lawesson's reagent (1.16 g, 3 mmol). The mixture was stirred at room temperature overnight. The volatiles were evaporated and the resulting white solid purified by flash chromatography (heptane/ethyl acetate gradient) to yield (R)-2-thiocarbamoyl-piperidine-1-carboxylic acid tert-butyl ester as a white solid (0.74 g, 47%), MS (ISP): 245.4 (M+H)+..

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