CAS: 144429-71-0; Goniodiol 8-Acetate

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上下游产品

acetic anhydride (6R,4'S,5'R)-6-(2',2'-dimethyl-5'-phenyl-[1',3']dioxolan-4'-yl)-5,6-dihydropyran-2-one (Z)-(5R,6S,7R)-7-Acetoxy-5,6-dihydroxy-7-phenyl-hept-2-enoic acid methyl ester (1R,2R)-1-phenyl-but-3-ene-1,2-diol7,8-di-O-acetyl-goniodiol

合成工艺路线路线简述

    📜(4R,5R)-2,2-Dimethyl-5-Phenyl-[1,3]Dioxolane-4-Carbaldehyde置于吡啶,Chromium(Vi) Oxide,盐酸,叔丁基过氧化氢,4-二甲氨基吡啶,Bis(Acetylacetonate)Oxovanadium,三乙酰氧基硼氢化钠,1,8-二氮杂双环[5.4.0]十一碳-7-烯,汞,三氟乙酸,锌体系中,用 四氢呋喃,乙醚,二氯甲烷,苯 用作溶剂,化学反应 14.25H,反应生成8-乙酸哥纳香二醇酯
    参考文献:Total Synthesis Of The Natural Goniodiol-8-Monoacetate From Cinnamyl Alcohol
    标题:Total Synthesis Of The Natural Goniodiol-8-Monoacetate From Cinnamyl Alcohol
    摘要:首次实现了以肉桂醇为起始物,通过sharpless不对称环氧化反应,历经十二步合成甾醇单乙酸酯的全程合成,总收率为7%.
    Doi:10.1039/c39950000743

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Enantioselective Synthesis Of (+)-Goniodiol And Of Its Naturally Occurring Acetylated Analogs
    作者:Jean-Philippe Surivet,Jacques Goré,Jean-Michel Vatèle |发布日期:1996.11
    摘要:A Novel Route To Enantioenriched (+)-Goniodiol And Its Natural Acetylated Derivatives, Potent Cytotoxic Compounds, Is Described. The Main Features Of This Synthesis Are Transfer Of The Asymmetric Information Of The Scalemic Allenic Alcohol 5 To The α- And β- Carbons Through Highly Diastereoselective Reactions And Introduction Of The α,β-Unsaturated Lactone Moiety By The Ghosez' Methodology.

    合成参考文献

    合成方法参考DOI号:10.1055/s-2002-32977
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