外消旋药喇叭酸甲酯的制备
Synthesis of racemic methyl jalapionate
作者：朱星枚;陈思莳;杨劲松;
Author：
收稿日期： 年卷（期）页码：2006,(02):-158-160
期刊名称：华西药学杂志
Journal Name：WEST CHINA JOURNAL OF PHARMACEUTICAL SCIENCES
关键字：外消旋药喇叭酸甲酯;1,10-癸二醇;合成
Key words：
基金项目：国家自然科学基金资助项目(批准号:30300434)
中文摘要
目的制备外消旋药喇叭酸甲酯。方法以廉价易得的1,10-癸二醇为原料,经单苄醚化、溴代、格氏反应、乙酰化、氢解脱苄、Jone’s氧化和甲酯化等7步反应,制得外消旋药喇叭酸甲酯。结果以总收率7.2%合成了目标化合物,并经1HNMR1、3CNMR和MS确证其结构。结论所用方法成本低廉,反应条件温和,适于外消旋药喇叭酸甲酯的大量合成。
参考文献
[1]Pereda-Miranda R,Mata R,Anaya AL,et al.Tricolorin A,majorphytogrowth inhibitor from ipomoea tricolorin[J].J Nat Prod,1993,56(4):571-582.
[2]Noda N,Tsuji K,Miyahara K,et al.Resin glycosides XXI,tugua-jalapins I-X,the resin glycosides having long-chain fatty acidgroups from the root of merremia hungaiensis[J].Chem Pharm Bull,1994,42(10):2011-2016.
[3]Enriquez RG,Leon I,Peuez F,et al.Characterization,by two-di-mensional NMR spectroscopy of a complex tetrasaccharide glycosideisolated from ipomoea stans[J].Can J Chem,1992,70(3):1000-1008.
[4]Furukawa J,Sakairi N.Synthetic studies on resin glycosides[J].Trends in Glycosci Glycotech,2001,13(69):1-10.
[5]Brito-Arias M,Pereda-Miranda R,Heathcock CH.Synthesis of tri-colorin F[J].J Org Chem,2004,69(14):4567-4570.
[6]Shioiri T,Terao Y,Irako N,et al.Synthesis of topostins B567 andD654(WB-3559D,flavolipin),DNA topoisomerase I inhibitors ofbacterial origin[J].Tetrahedron,1998,54(51):15701-15710.
【关闭】
