Efficient Synthesis of Highly Active Phospha‐Isosteres of the Influenza Neuraminidase Inhibitor Oseltamivir

Benoît Carbain, Patrick Collins, Lori Callum, Stephen R. Martin, Alan Hay, John W. McCauley, Hansjörg Streicher

ChemMedChem · 2009 · 29 citations · 20 references

DOIFull text

Open access

Concepts

Abstract

With a Hunsdiecker-Barton iododecarboxylation strategy, we converted the carboxylate group of the oseltamivir precursor into exemplary phosphonate monoesters. In all cases, K(i) values towards influenza virus sialidase remained in the sub-nanomolar range. We have thus made valuable structural space available for the design of novel oseltamivir-based tools for influenza virus research.

References

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