The Cyclic Nitronate Route to Pharmaceutical Molecules: Synthesis of GSK’s Potent PDE4 Inhibitor as a Case Study

The Cyclic Nitronate Route to Pharmaceutical Molecules: Synthesis of GSK’s Potent PDE4 Inhibitor as a Case Study

An efficient asymmetric synthesis of GlaxoSmithKline’s potent PDE4 inhibitor was accomplished in eight steps from a catechol-derived nitroalkene. The key intermediate (3-acyloxymethyl-substituted 1,2-oxazine) was prepared in a straightforward manner by tandem acylation/(3,3)-sigmatropic rearrangemen...

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Bibliographic Details
Main Authors: Evgeny V. Pospelov, Ivan S. Golovanov, Sema L. Ioffe, Alexey Yu. Sukhorukov
Format: Article
Language:English
Published: MDPI AG 2020-08-01
Series:Molecules
Subjects:
C–H functionalization
total synthesis
pyrrolidines
anchimeric assistance
epimerization
PDE4 inhibitors
Online Access:https://www.mdpi.com/1420-3049/25/16/3613

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https://www.mdpi.com/1420-3049/25/16/3613

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