title: A practical approach to the synthesis of 2,4-disubstituted oxazoles from amino acids.
abstract: [reaction: see text] A new sequence for the synthesis of various 2,4-disubstituted oxazoles from alpha-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate alpha-acylamino aldehydes. Implementation of this reagent system for the conversion of alpha-acylamino ketones to oxazoles is briefly investigated.
authors.affiliation: Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877-0368, USA. tmorwick@rdg.boehringer-ingleheim.com
authors.forename: Tina
authors.initials: T
authors.lastname: Morwick
authors.forename: Matt
authors.initials: M
authors.lastname: Hrapchak
authors.forename: Molly
authors.initials: M
authors.lastname: DeTuri
authors.forename: Scot
authors.initials: S
authors.lastname: Campbell
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010080:Oxazoles / Q000138:chemical synthesis*
chemical_list: D000596:Amino Acids; D010080:Oxazoles