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The impact of polystyrene resins in solid-phase organic synthesis
Authors:Alasdair A. MacDonald  Sheila H. Dewitt  Shomir Ghosh  Eleonora M. Hogan  Laura Kieras  Anthony W. Czarnik  Robert Ramage
Affiliation:(1) Division of Warner-Lambert Company, Parke-Davis Pharmaceutical Research, 2800 Plymouth Road, 48105 Ann Arbor, MI, USA;(2) Department of Chemistry, University of Edinburgh, West Mains Road, EH9 3JJ Edinburgh, Scotland, UK
Abstract:Summary A major objective of the DIVERSOMER® technology is to provide pure and characterized compounds for biological testing in order to prevent lsquofalse negativesrsquo in our libraries. On several occasions, analysis of the final products by1H-NMR and MS, has revealed by-products from the polystyrene solid support. Subsequently, three alternative methods were studied to remove polystyrene by-products; (i) prewashing of the resin prior to execution of the synthesis; (ii) pretreatment of the resin with the cleavage conditions consistent with the solid-phase synthesis reaction scheme; and (iii) parallel purification.
Keywords:Solid-phase organic synthesis  Resin impurities  Prewashing  Pretreatment  Parallel purification
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