大规模不对称合成生物保护剂 JP4-039 及其类似物。
Large-scale asymmetric synthesis of the bioprotective agent JP4-039 and analogs.
机构信息
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
出版信息
Org Lett. 2011 May 6;13(9):2318-21. doi: 10.1021/ol200567p. Epub 2011 Mar 31.
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.
摘要
JP4-039 是一种新型的氮氧自由基共轭物，能够穿透脂双层膜并清除活性氧（ROS）。我们开发了一种高效且可规模化的一锅法氢锆化-转金属化-亚胺加成方法来对其进行不对称制备。此外，这种多功能方法还可用于合成母体先导结构的环丙基和氟化类似物。
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