title: Large-scale asymmetric synthesis of the bioprotective agent JP4-039 and analogs.
abstract: JP4-039 is a novel nitroxide conjugate capable of crossing lipid bilayer membranes and scavenging reactive oxygen species (ROS). An efficient and scalable one-pot hydrozirconation-transmetalation-imine addition methodology has been developed for its asymmetric preparation. Furthermore, this versatile methodology allows for the synthesis of cyclopropyl and fluorinated analogs of the parent lead structure.
authors: Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
authors: Marie-Céline
authors: MC
authors: Frantz
authors: Joshua G
authors: JG
authors: Pierce
authors: Joan M
authors: JM
authors: Pierce
authors: Li
authors: L
authors: Kangying
authors: Wan
authors: W
authors: Qingwei
authors: Matthew
authors: M
authors: Johnson
authors: Peter
authors: P
authors: Wipf
mesh_terms: D000588:Amines / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D004952:Esters; C544775:JP4-039; D009589:Nitrogen Oxides