新产品编号:601669

Chemical Name: 1,1'-(1,4-Phenylene)bis[2-[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyl-3,12-epoxyperhydropyrano[4,3-j]-1,2-benzodioxepin-10-yl]ethanone]
CAS No. 229981-82-2 (diastereomer)
项目整合开发状态: Biological Testing
项目研究机构: Johns Hopkins University (Originator)
合成路线:Reduction of artemisinin (I) with NaBH4 at low temperature provided dihydroartemisinin (II),which was subsequently converted to the alpha-acetate (III) upon treatment with acetyl chloride in pyridine.The bis(trimethylsilyl) enol ether (V) - prepared by silylation of 1,4-diacetylbenzene (IV) with trimethylsilyl triflate - was then coupled to dihydroartemisinin acetate (III) in the presence of SnCl4 at -78 C to produce a diastereoisomeric mixture of adducts (VIa-c).The title alpha,alpha-dimer was then isolated as a minor component by means of preparative HPLC.
📌 参考资料/链接:
参考文献标题:New chemical and biological aspects of artemisinin-derived trioxane dimers
文献作者:Posner,G.H.; Northrop,J.; Paik,I.-H.; Borstnik,K.; Dolan,P.; Kensler,T.W.; Xie,S.; Shapiro,T.A.
参考来源:Bioorg Med Chem 2002,10(1),227