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新产品编号:2258023

Chemical Name: 2-(6-Methoxy-6-pentyl-1,2-dioxan-3-yl)acetic acid methyl ester
项目整合开发状态: Preclinical
项目研究机构: Osaka University (Originator)
合成路线:Treatment of gamma-butyrolactone (I) with N,O-dimethylhydroxylamine in the presence of dimethylaluminium chloride afforded the corresponding Weinreb amide (II),which was converted to the keto-alcohol (III) by addition of pentylmagnesium bromide.Swern oxidation of alcohol (III),followed by Wittig reaction of the resultant aldehyde (IV) with (methoxycarbonylmethylene)triphenylphosphorane (V),provided the unsaturated keto ester (VI).Subsequent scandium triflate-mediated peroxyhemiacetalyzation of ketone (VI) gave rise to (VII).Then,intramolecular Michael addition of the hydroperoxy ester (VII) in the presence of diethylamine generated the target cyclic peroxide.
📌 参考资料/链接:
参考文献标题:New readily accessible peroxides with high anti-malarial potency
文献作者:Murakami,N.; Kawanishi,M.; Itagaki,S.; Horii,T.; Kobayashi,M.
参考来源:Bioorg Med Chem Lett 2002,12(1),69