Synthesis of the Methyl Ester of MaR2n-3 DPA

Abstract

This master thesis presents the first synthesis of the methyl ester of the specialized pro-resolving mediator named MaR2n-3 DPA. The stereoselective synthesis is based on a Z-selective Lindlar reaction, a Sonogashira coupling reaction and a Takai olefination, as the key steps. These efforts resulted in a satisfactory synthesis of the methyl ester of MaR2n-3 DPA in 12 steps and in 95% purity, affording multi milligrams of the material. Synthesis of the free acid of MaR2n-3 DPA was achieved, however, due to limited time period not in an acceptable degree of purity.