Synthesis of oseltamivir derivatives designed for multivalent influenza A inhibition

Abstract

This thesis describes the design and synthesis of two diastereomeric oseltamivir derivatives. These derivatives feature a modification of the pentanol subunit by way of adding a terminal alkyne-group in order to allow for conjugation to a multivalent scaffold using click chemistry. This research marks the first synthesis of oseltamivir derivatives where this subunit is altered with the goal of multivalent inhibition. Also covered in this thesis is the discovery of some diastereomer-specific characteristics. These were found using both selective and non-selective decoupled NMR experiments