Journal of Organic Chemistry 2003-04-04

Application of the Dakin-West reaction for the synthesis of oxazole-containing dual PPARalpha/gamma agonists.

Alexander G Godfrey, Dawn A Brooks, Lynne A Hay, Mary Peters, James R McCarthy, David Mitchell

Index: J. Org. Chem. 68(7) , 2623-32, (2003)

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Abstract

An improved method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is described. A synthetic sequence utilizing a Dakin-West reaction was devised that allows for the introduction of the oxazole ring either late in the synthetic sequence via aminomalonate-derived chemistry or in pivotal SAR intermediates derived from aspartic acid.