Multifunctional polyether grafted dendritic solid supports: Novel class of solvent like high loading hybrid supports for solid phase organic synthesis

Abstract

Three novel multifunctional polyether grafted dendritic solid supports for organic synthesis were developed via single step, grafting from and hypergrafting strategies. In order to improve both the swelling capacity and loading capacity of conventional resins simultaneously, the hybrid supports were developed by grafting either multivalent linear polymers or dendritic architectures to the conventional resin. The ring opening polymerization of strained cyclic monomers was explored for the development of multivalent polymer grafts on the solid support. The physico-chemical properties of the dendritic solid supports were studied by various characterization techniques and analytical methods. Among the hybrid supports, Het-PG was found to be a novel solvent like high loading solid support. High functional group capacity of 7 mmol g−1 which was introduced via single step approach, increased accessibility of functional sites even at high loading etc. make Het-PG a versatile solid support for organic synthesis. The applicability of dendritic solid support (Het-PG) as a high loading hybrid support for multistep solid phase organic synthesis of small peptides was investigated. The high functional group capacity and increased accessibility of functional sites in Het-PG were exploited for addressing the poor industrial scalability issue of solid phase organic synthesis. A novel approach to solid phase peptide synthesis using solvent like high loading hybrid solid support is presented.