CEB-1370
Chemical Name: 1-[3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propyl]-3-hydroxy-2-methylpyridin-4(1H)-one methanesulfonate
CAS No. 224563-84-2, 224563-83-1 (free base)
项目整合开发状态: Preclinical
项目研究机构: Vernalis (Originator)
合成路线:Catalytic hydrogenation of 3,5-di-tert-butyl-4-hydroxycinnamic acid (I) afforded the saturated carboxylic acid (II),which was converted into amide (IV) via the corresponding acid chloride (III).Reduction of the amide function of (IV) by means of LiAlH4 furnished the primary amine (V).This was condensed with O-benzyl maltol (VI) to produce the pyridone (VII).After hydrogenolysis of the benzyl protecting group of (VII),the title compound was isolated as the corresponding mesylate salt.
📌 参考资料/链接：
参考文献标题:Ortho-hydroxypyridinone derivs.as iron chelating and antioxidant agents
文献作者:Malcolm,C.; Porter,R.; Bebbington,D.; Palmer,A.; Gaur,S.; Monck,N.(Vernalis Research Ltd.)
参考来源:EP 1027335; WO 9923075
📄 详细内容
合成路线:Catalytic hydrogenation of 3,5-di-tert-butyl-4-hydroxycinnamic acid (I) afforded the saturated carboxylic acid (II),which was converted into amide (IV) via the corresponding acid chloride (III).Reduction of the amide function of (IV) by means of LiAlH4 furnished the primary amine (V).This was condensed with O-benzyl maltol (VI) to produce the pyridone (VII).After hydrogenolysis of the benzyl protecting group of (VII),the title compound was isolated as the corresponding mesylate salt.
参考文献标题:3,5-Disubstituted-4-hydroxyphenyls linked to 3-hydroxy-2-methyl-4(1H)-pyridinone: Potent inhibitors of lipid peroxidation and cell toxicity
文献作者:Bebbington,D.; Monck,N.J.T.; Gaur,S.; Palmer,A.M.; Benwell,K.; Harvey,V.; Malcolm,C.S.; Porter,R.H.P.
参考来源:J Med Chem 2000,43(15),2779