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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.

SUBMITTER: Frantz MC

PROVIDER: S-EPMC3089766 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature

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Large-scale asymmetric synthesis of the bioprotective agent JP4-039 and analogs.

Frantz Marie-Céline MC Pierce Joshua G JG Pierce Joan M JM Kangying Li L Qingwei Wan W Johnson Matthew M Wipf Peter P

Organic letters 20110331 9

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. ...[more]

PMID: 21452836

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