Hydrophilic polymer supports for solid-phase synthesis: Preparation of poly(ethylene glycol) methacrylate polymer beads using "classical" suspension polymerization in aqueous medium and their application in the solid-phase synthesis of hydantoins

Ryoko Kita, Frantisek Svec, Jean Frechet*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

Lightly cross-linked hydrophilic polymer beads representing new types of supports for solid-phase synthesis have been prepared from commercial oligoethylene glycol monomethacrylates using an aqueous suspension polymerization process and specifically designed polymerization mixtures. These beads swell extensively in solvents with a wide range of polarities from dichloromethane, tetrahydrofuran, and water to dimethylformamide, and they enable high functional loadings of 1.2-1.8 mmol g-1. Their ability to serve as supports was demonstrated in the model solid-phase synthesis of a small library of hydantoins. This four-step synthesis using primary amines readily affords yields of over 70%.

Original languageEnglish (US)
Pages (from-to)564-571
Number of pages8
JournalJournal of Combinatorial Chemistry
Volume3
Issue number6
DOIs
StatePublished - Nov 1 2001

ASJC Scopus subject areas

  • Chemistry(all)

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