A stereoselective synthesis of (S)-2-(((3-fluoro-4-methylphenoxy)carbonyl)(1-(4-((5-methyl-2-phenyloxazol-4-yl)methoxy)phenyl)ethyl)amino)acetic acid, a highly potent PPAR α/γ dual agonist

The development of a practical and efficient synthesis of a novel PPAR α/γ dual agonist, (S)-2-(((3-fluoro-4-methylphenoxy)carbonyl)(1-(4-((5-methyl-2-phenyloxazol-4-yl)methoxy)phenyl)ethyl) amino)acetic acid (1), is described. Development of a stereoselective synthesis of the (S)-4-(1-aminoethyl)phenol core using (R)-(+)-2-methyl-2-propanesulfinamide as a chiral auxiliary was the key element of this synthesis. The target molecule 1 was prepared in seven steps with a 55% overall yield.

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