Abstract

A solid phase parallel synthesis of fibrate PPAR ligands 1 has been developed. The key reaction is a novel borane reduction of resin bound amides that generates secondary amines not accessible by reductive alkylation of primary amines. The FMOC-protected aminofibrate 2 was loaded onto Sasrin resin via the carboxylic acid. The amine was elaborated by amide bond formation followed by reduction with borane. The resulting secondary amines reacted with aryl isocyanates to generate the fibrates 1 in high yield and purity following cleavage from the solid support.

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