4.6 Article

Concise Synthesis of a Potential 5-Lipoxygenase Activating Protein (FLAP) Inhibitor and Its Analogs through Late-Stage Alkene Dicarbofunctionalization

期刊

ORGANIC PROCESS RESEARCH & DEVELOPMENT
卷 23, 期 8, 页码 1686-1694

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.oprd.9b00199

关键词

alkenes; alkylarylation; 1,1-diarylalkanes; dicarbofunctionalization; FLAP inhibitor; three-component

资金

  1. University of New Mexico (UNM)
  2. NSF CRIF:MU award [CHE04-43580]
  3. NSF [CHE08-40523, CHE09-46690]

向作者/读者索取更多资源

We report a five-step synthesis of the biologically important 1,1-diarylalkane 1, a potential 5-lipoxygenase activating protein (FLAP) inhibitor that was synthesized previously in 12 steps. In this synthesis, we apply a three-component alkene dicarbofunctionalization reaction as a key final step to assemble the potential FLAP inhibitor 1 from commercially available starting materials. In addition, we also report the synthesis of a variety of new analogs of the inhibitor 1 and its regioisomer.

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