(2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxamide

The benzyloxy group protects the amine during earlier steps and is later removed to allow further functionalization, while the carboxamide group supports subsequent cyclization reactions. Together, these features enable the efficient formation of the diazabicyclooctane (DBO) core that is essential for avibactam’s β-lactamase inhibitory activity. (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxamide is a key chiral intermediate in the synthesis of avibactam, providing the correctly configured piperidine core required for its biological activity.