Efficient Synthesis of Oseltamivir from Readily Available Epoxide Precursor

Abstract

Oseltamivir 2 was synthesized from readily available epoxide precursor 3 by one pot reaction, ring opening of the epoxide 3, aziridine formation, ring opening of aziridine with 21% yield and acetoacetamide was completed by acetylation and followed by zinc catalytic hydrogenation was selected in the final step with an moderated yield of 42%.

Keywords: shikimic acid, epoxide ring opening, influenza, oseltamivir, oseltamivir phosphate, Tamiflu.