CNDDO
Chemical Name: 2-Cyano-3,12-dioxooleanane-1,9(11)-diene-28-nitrile
项目整合开发状态: Preclinical
项目研究机构: Dartmouth College (Originator)
合成路线:Treatment of 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (I) with oxalyl chloride in dichloromethane affords the corresponding acid chloride (II),which is converted into amide (III) by treatment with ammonia gas in benzene.Dehydration of amide (III) with thionyl chloride then produces the target nitrile.(1,2)
合成路线:Treatment of 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (I) with oxalyl chloride produces the corresponding acid chloride (II),which is condensed with imidazole to yield the target acyl imidazolide.(1,2)
📌 参考资料/链接：
参考文献标题:Inhibitors and methods of use thereof
文献作者:Honda,T.; Honda,Y.; Gribble,G.W.; Sporn,M.B.; Suh,N.(Dartmouth College)
参考来源:US 2004002463
📄 详细内容
合成路线:Treatment of 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (I) with oxalyl chloride in dichloromethane affords the corresponding acid chloride (II),which is converted into amide (III) by treatment with ammonia gas in benzene.Dehydration of amide (III) with thionyl chloride then produces the target nitrile.(1,2)
合成路线:Treatment of 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (I) with oxalyl chloride produces the corresponding acid chloride (II),which is condensed with imidazole to yield the target acyl imidazolide.(1,2)
参考文献标题:A novel dicyanotriterpenoid,2-cyano-3,12-dioxooleana-1,9(11)-dien-28-onitrile,active at picomolar concentrations for inhibition of nitric oxide production
文献作者:Honda,T.; Honda,Y.; Favaloro,F.G.Jr.; Gribble,G.W.; Suh,N.; Place,A.E.; Rendi,M.H.; Sporn,M.B.
参考来源:Bioorg Med Chem Lett 2002,12(7),1027