用于固相合成的亲水性聚合物载体：在水介质中使用“经典”悬浮聚合法制备聚甲基丙烯酸乙二醇酯聚合物珠及其在乙内酰脲固相合成中的应用

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.

作者信息

Kita R, Svec F, Fréchet J M

机构信息

Department of Chemistry, University of California, Berkeley, CA 94720-1460, USA.

出版信息

J Comb Chem. 2001 Nov-Dec;3(6):564-71. doi: 10.1021/cc010020c.

DOI:10.1021/cc010020c

PMID:11703153

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%.

摘要

通过水悬浮聚合工艺和专门设计的聚合混合物，由市售的低聚乙二醇单甲基丙烯酸酯制备了代表新型固相合成载体的轻度交联亲水性聚合物珠粒。这些珠粒在从二氯甲烷、四氢呋喃、水到二甲基甲酰胺等极性范围广泛的溶剂中能大量溶胀，并且能够实现1.2 - 1.8 mmol g⁻¹的高官能团负载量。在海因小文库的模型固相合成中证明了它们作为载体的能力。使用伯胺进行的这个四步合成很容易获得超过70%的产率。