Synthesis of First Generation Dendron, GABA Caged Bis-1,2 -(4- acetylphenylethynyl)-4,5-dimethoxybenzene for Photorelease Study

Abstract

First generation dendron bis-1,2-(4-acetylphenylethynyl)-4,5-dimethoxybenzene with a photo cleavable linkage to (t-butyloxycarbonyl-γ-aminobutyric acid (t-Boc-GABA) was synthesized for photo release study to apply for drug delivery. Both the divergent method from the core, 1,2- dimethoxybenzene and the convergent method from p-hydroxyacetophenone were not successful to generate the final dendron product. The dendron with caged GABA was successfully synthesized via the convergent method by attaching the model drug GABA on p-hydroxyacetophenone before the final Sonogashira coupling on 1,2-dimethoxybenzene according to the modified convergent method.