Development of a Scalable Synthesis of GSK183390A, a PPAR α/γ Agonist
Organic Process Research & Development2007Vol. 11(6), pp. 1032–1042
Citations Over Time
Lynette M. Oh, Huan Wang, Susan Shilcrat, Robert E. Herrmann, Daniel B. Patience, P. Grant Spoors, Joseph Sisko
Abstract
A scalable synthesis of GSK183390A, a PPAR α/γ agonist, is described. This synthesis is highlighted by (1) a regioselective formal 1,3-dipolar cycloaddition reaction between an enamine and a nitrile imine dipole to form a 1,3,5-trisubstituted pyrazole and (2) a regioselective amidomethylation of an ο-cresol derivative using 2-chloro-N-hydroxymethylacetamide.
Related Papers
- → Differentiation between enamines and tautomerizable imines in the oxidation reaction with TEMPO(2018)66 cited
- → Highly substituted pyridines via tethered imine–enamine (TIE) methodology(2004)42 cited
- → Zinc(II) Mediated Imine–Enamine Tautomerization(2012)27 cited
- → Equilibria between enamine and α,β-unsaturated imine in cephalosporin hydrolysis(1986)7 cited
- → The oxidation of compounds capable of imine-enamine tautomerism with lead tetraacetate(1975)7 cited