DendriGels as new high-loading hybrid materials for multistep synthesis of drug-analogues

ORGN 790

Rainer Haag, Sebastian Roller, and Holger Türk. Organic Polymer Chemistry, University of Dortmund, Otto-Hahn-Str. 6, Dortmund, 44227, Germany
During the past decade the usage of polymeric supports has become increasingly important, especially for automated synthesis and combinatorial chemistry. However, low concentration of functional groups (< 1.5 mmol/g) and the limited swellability are the major disadvantages of solid phase supports. More recently, dendritic hybrid materials and hyperbranched polymers (e.g. polyglycerol) have been discussed as high-loading supports in organic synthesis. Here, we present the efficient synthesis and applications of dendritic polyglycerols grafted onto a solid phase polystyrene support. The resulting hybrid materials, so-called ‘DendriGels’ show good swelling properties in a wide range of solvents, they are biocompatible and can be used as high-loading supports for the multistep synthesis of drug analogues. Thus, we developed a parallel approach in order to obtain GABA(= gamma-aminobutyric acid)-lactam-analogues, which are interesting anticonvulsive drug candidates.