O-Demethylmurrayafoline A

Chemical Name: 3,3'-Dimethyl[1,1'-bi-9H-carbazole]-2,2'-diol
CAS No. 155519-83-8
项目整合开发状态: Biological Testing
项目研究机构: Chinese Academy of Sciences (Originator), National Cancer Institute (Originator)
合成路线:5-Methyl-2-nitrophenol (I) was protected as the benzyl ether (II) employing benzyl bromide and NaOH in DMSO.Reduction of the nitro group of (III) with iron and ammonium chloride afforded aniline (III),which was subsequently coupled with iodobenzene (IV) to furnish the diaryl amine (V).Cyclization of (V) in the presence of Pd(OAc)2 in refluxing AcOH gave rise to carbazole (VI).The benzyl group of (VI) was then removed by catalytic hydrogenation over Pd/C to yield phenol derivative (VII).Finally,the title compound was obtained by oxidative coupling of the phenolic monomer (VII) with di-tert-butyl peroxide in boiling chlorobenzene.