Synthesis of a novel silicon bearing linker for solid phase synthesis

Article abstract of DOI:10.1016/j.tetlet.2004.01.093

A novel linker for solid phase synthesis is described, which exhibits rapid cleavage under selective, orthogonal conditions, including stability under acidic conditions. The linker incorporates a pyridyl propionate system, with a pendant β-silyl group. Rapid cleavage of the product is effected by elimination of the silyl group on treatment with fluoride. Two systems of this type have been synthesised, and the stability of the linkers has been tested under acidic and basic conditions in solution.