新产品编号:2270679
Chemical Name: 1-[3-(Trifluoromethyl)phenyl]-4-[2-[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethylperhydro-3,12-epoxypyrano[4,3-j]-1,2-benzodioxepin-10-yl]ethyl]piperazine; 10(R)-[2-[4-[3-(Trifluoromethyl)phenyl]piperazin-1-yl]ethyl]-10-deoxoartemisinin
项目整合开发状态: Preclinical
项目研究机构: University of Liverpool (Originator)
合成路线:The reaction of dihydroartemisinin (I) with benzoyl chloride in pyridine gives the benzoate (II),which is treated with alyltrimethylsilane (III) and ZnCl2 in dichloroethane to yield the allyl-artemisinin derivative (IV).The ozonolysis of the vinyl group of (IV),followed by reduction with NaBH4,affords the 2-hydroxyethyl derivative (V).The reaction of (V) with Ms-Cl and TEA provides the mesylate (VI),which is finally condensed with 1-[3-(trifluoromethyl)phenyl]piperazine (VII) in refluxing benzene to furnish the target piperazinylethyl derivative.
📌 参考资料/链接:
参考文献标题:Mechanism-based design of parasite-targeted artemisinin derivatives: Synthesis and antimalarial activity of new diamine containing analogues
文献作者:Hindley,S.; Ward,S.A.; Storr,R.C.; Searle,N.L.; Bray,P.G.; Park,B.K.; Davies,J.; O'Neill,P.M.
参考来源:J Med Chem 2002,45(5),1052