title: Application of the Dakin-West reaction for the synthesis of oxazole-containing dual PPARalpha/gamma agonists.
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.
authors.affiliation: Lilly Research Laboratories, Eli Lilly & Company, Lilly Corporate Center, Indianapolis, Indiana 46285, USA. agg@lilly.com
authors.forename: Alexander G
authors.initials: AG
authors.lastname: Godfrey
authors.forename: Dawn A
authors.initials: DA
authors.lastname: Brooks
authors.forename: Lynne A
authors.initials: LA
authors.lastname: Hay
authors.forename: Mary
authors.initials: M
authors.lastname: Peters
authors.forename: James R
authors.initials: JR
authors.lastname: McCarthy
authors.forename: David
authors.initials: D
authors.lastname: Mitchell
mesh_terms: D001224:Aspartic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques; D007202:Indicators and Reagents; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis*; D018160:Receptors, Cytoplasmic and Nuclear / Q000819:agonists*; D014157:Transcription Factors / Q000819:agonists*
chemical_list: D007202:Indicators and Reagents; D010080:Oxazoles; D018160:Receptors, Cytoplasmic and Nuclear; D014157:Transcription Factors; D001224:Aspartic Acid