Hydrochloric Acid → 1-(tert-Butyl) 2-methyl (2S,4R)-4-ammoniotetrahydro-1H-1,2-pyrroledicarboxylate chloride

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Reaction Steps

Palladium on carbon (10%, 0.5 g) was added to a solution of 1-(tert-butyl)-2-methyl(2S,4R)-4-azidotetrahydro-1H-1,2-pyrroledicarboxylate (5) (0.81 g, 3.0 mmol) in 2% v/v hydrochloric acid in ethanol (8 mL). The reaction mixture was evacuated and purged with nitrogen (three times), then placed under an atmosphere of hydrogen and vigorously stirred at room temperature overnight. The mixture was filtered through a pad of Celite and evaporated under reduced pressure to give the crude product. This was triturated with diethyl ether at 0° C. and the resulting slurry was filtered, washed with ice-cold diethyl ether and dried under vacuum. The title salt (6) was obtained in quantitative yield:

Provenance & Evidence