Design and Synthesis of a Cyclopentene Scaffold Mimicking Oseltamivir as a Novel Neuraminidase Inhibitor

摘要

The first synthesis of a cyclopentene version of oseltamivir as a novel neuraminidase inhibitor was achieved via the key cyclopentenone intermediate 4,which was prepared via syn-elimination from ketone derivative 2.Despite extensive vaccinations,each year up to 40 million Americans develop the flu,an average of about 300,000 are hospitalized,and 20,000 to 40,000 die from influenza and its complications.Although flu vaccines are used selectively,particularly for the elderly and high-risk groups,the hyper-mutability of the virus is a major obstacle that limits the extensive application of vaccines to the general public.Currently,new vaccines need to be formulated each year on the basis of the World Health Organization's best guess as to what antigenic determinants are likely to emerge in the next outbreak.