title: Synthesis of nodulisporic acid 2' '-oxazoles and 2' '-thiazoles.
abstract: [reaction--see text] The semisynthetic conversion of nodulisporic acid A (1) into a set of three heterocyclic side chain derivatives provided compounds, highlighted by 6, with an improved spectrum of ectoparasiticidal activity and pharmacokinetic profile relative to the natural product.
authors.affiliation: Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey 07065, USA.
authors.forename: R
authors.initials: R
authors.lastname: Berger
authors.forename: W L
authors.initials: WL
authors.lastname: Shoop
authors.forename: J V
authors.initials: JV
authors.lastname: Pivnichny
authors.forename: L M
authors.initials: LM
authors.lastname: Warmke
authors.forename: M
authors.initials: M
authors.lastname: Zakson-Aiken
authors.forename: K A
authors.initials: KA
authors.lastname: Owens
authors.forename: P
authors.initials: P
authors.lastname: deMontigny
authors.forename: D M
authors.initials: DM
authors.lastname: Schmatz
authors.forename: M J
authors.initials: MJ
authors.lastname: Wyvratt
authors.forename: M H
authors.initials: MH
authors.lastname: Fisher
authors.forename: P T
authors.initials: PT
authors.lastname: Meinke
authors.forename: S L
authors.initials: SL
authors.lastname: Colletti
mesh_terms: D000818:Animals; D007211:Indoles / Q000138:chemical synthesis*; D007306:Insecticides / Q000138:chemical synthesis*; D010080:Oxazoles / Q000138:chemical synthesis*; D005423:Siphonaptera; D013844:Thiazoles / Q000138:chemical synthesis*; D013987:Ticks
chemical_list: D007211:Indoles; D007306:Insecticides; D010080:Oxazoles; D013844:Thiazoles; C110703:nodulisporic acid A