(S)-benzyl 3-(tert-butoxycarbonylamino)-3-methylpyrrolidine-1-carboxylate → (S)-tert-Butyl (3-methylpyrrolidin-3-yl)carbamate

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Reaction Steps

A mixture of (S)-benzyl 3-(tert-butoxycarbonylamino)-3-methylpyrrolidine-1-carboxylate (29.35 g, 87.77 mmol) and 10% Pd/C (4.670 g, 4.388 mmol) in ethanol (50 mL) was charged with hydrogen (1 atmosphere) and stirred at ambient temperature overnight. The catalyst was removed by filtration and washed with ethanol (2×50 mL). The filtrated was concentrated under reduced pressure to give (S)-tert-butyl 3-methylpyrrolidin-3-ylcarbamate (17.13 g, 85.53 mmol, 97.45% yield) as an oil. MS APCI (+) m/z 201 (M+1) detected.

Provenance & Evidence