Synthesis of 4-aminotetrahydropyran scaffolds for drug discovery
Andrew Nortcliffe1, Gavin D S Milne2, Daniel Hamza2
1School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
Bioorganic & Medicinal Chemistry
|March 11, 2017
Abstract:
Functionalised tetrahydropyran scaffolds were prepared using a tethered enol-ether Prins cyclisation and elaborated to show their potential use in library synthesis. The key 4-hydroxytetrahydropyran scaffold could be readily manipulated to the 4-azidotetrahydropyran that could be elaborated via copper catalysed azide-alkyne cycloaddition or by reduction to the amine, to provide sp3-rich scaffolds useful for drug discovery.
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