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Dual side-reactions limit the utility of a key polymer therapeutic precursor
Authors:Sean RA Devenish  John W Blunt  Murray HG Munro
Institution:a Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, New Zealand
b School of Chemistry and Physics, The University of Adelaide, Adelaide, SA 5005, Australia
Abstract:In contrast to literature reports, the activated polyacid poly(methacryloxysuccinimide) reacts with nucleophiles to give, initially, a high proportion of ring-opened residues. This copolymer then reacts intramolecularly to form a polymer with a high fraction of glutarimide residues. These side reactions occur to such an extent as to preclude the use of poly(methacryloxysuccinimide) as a precursor to polymethacrylamides.
Keywords:pMAOS  pHPMA  NHS ester  NMR spectroscopy  Structure elucidation  Chemoselectivity
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