Large-scale asymmetric synthesis of the bioprotective agent JP4-039 and analogs |
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Authors: | Frantz Marie-Céline Pierce Joshua G Pierce Joan M Kangying Li Qingwei Wan Johnson Matthew Wipf Peter |
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Institution: | Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States. |
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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. |
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