ChemicalBook CAS DataBase List Bardoxolone

Bardoxolone synthesis

11synthesis methods

Product Name:Bardoxolone
CAS Number:218600-44-3
Molecular formula:C31H41NO4
Molecular Weight:491.66

508-02-1 Synthesis

508-02-1
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$29.00/1g

218600-44-3
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$10.00/1mg

Yield:-

Steps:

Multi-step reaction with 9 steps
1.1: triethylamine; dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / acetone / 24 h / 20 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
4.1: hydrogen bromide; bromine / acetonitrile / 19 h / 35 °C
5.1: potassium hydroxide / methanol / 1 h / Reflux
6.1: chromium(VI) oxide; sulfuric acid / water; acetone / 0 - 20 °C
7.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.33 h / -78 - 20 °C / Inert atmosphere
7.2: 0.08 h / -78 - 20 °C
8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.5 h / Reflux; Inert atmosphere
9.1: lithium iodide / N,N-dimethyl-formamide / Inert atmosphere; Reflux

References:

Wong, Michael H. L.;Bryan, Holly K.;Copple, Ian M.;Jenkins, Rosalind E.;Chiu, Pak Him;Bibby, Jaclyn;Berry, Neil G.;Kitteringham, Neil R.;Goldring, Christopher E.;O'Neill, Paul M.;Park, B. Kevin [Journal of Medicinal Chemistry,2016,vol. 59,# 6,p. 2396 - 2409]

218600-53-4 Synthesis