(S)-tert-butyl 3-(benzyloxycarbonylamino)-2-oxo-1,4'-bipiperidine-1'-carboxylate → (S)-tert-butyl 3-amino-2-oxo-1,4'-bipiperidine-1'-carboxylate

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Reaction Steps

(S)-tert-butyl 3-(benzyloxycarbonylamino)-2-oxo-1,4′-bipiperidine-1′-carboxylate (20.9 g, 48.4 mmol) was dissolved in methanol (250 mL). 10% Pd/C (500 mg) was added and stirred under balloon pressure hydrogen overnight. The reaction was filtered through celite and concentrated. The residue was purified over silica gel (50-100% EtOAc in hexanes followed by 5% ammoniated methanol in CH2Cl2) to afford (S)-tert-butyl 3-amino-2-oxo-1,4′-bipiperidine-1′-carboxylate (11.2 g, 37.7 mmol, 77.8% yield) as white solid.

Provenance & Evidence