CAS: 2868-48-6; (R)-Methyl 4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-Dihydroxy-10,13-Dimethylhexadecahydro-1H-Cyclopenta[a]Phenanthren-17-yl)Pentanoate

该化合物是一种类固醇衍生物,其特点是其丙烷主脊,这是类固醇化合物的一个常见结构;该物质在3和6个位置上有两个氢氧基(-OH)组,有助于其水利生物特性,而24个位置的甲基酯组则加强其亲脂性;3,5和6个配置显示的立体化学学表明,氢氧基组的具体空间安排可以影响该化合物的生物活动和与受体的相互作用. 甲基(3,5,6)-3,6-二氢氧基甲醇-24-oate经常因其在生物化学和药理学方面的潜在应用,特别是其在代谢途径中的作用及其对脂代谢性的影响而受到研究,其溶性特征和再活性可因环境条件而有所变化,使其在合成和天然产品化学中都受到关注.

结构式图片

上下游产品

methanol diazomethane Hyodeoxycholic Acid dimethyl sulfate3α-oxo-6α-hydroxy-5β-cholan-24-oic acid methyl ester methyl 3α,6α-ditosyloxy-5β-cholan-24-oate (R)-4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid amide 3β-hydroxy-5-cholenoic acid

合成工艺路线路线简述

    📜猪去氧胆酸置于甲醇,Ion Exchanger-Resin体系中,化学反应生成猪去氧胆酸甲酯
    参考文献:Corbellini Et Al.,Gazzetta Chimica Italiana,1955,Vol. 85,P. 1487,1491
    标题:Corbellini Et Al.,Gazzetta Chimica Italiana,1955,Vol. 85,P. 1487,1491

    海关参考信息

    专利信息


    专利号:US-4226770-A
    优先权日:1978-02-10
    标题:Synthesis of steroids
    发明人:KAISER EMIL T
    权利人:KAISER EMIL T
    摘要:The synthesis of 1α,25-dihydroxycholesterol, 1α,25-dihydroxy-7-dehydrocholesterol and 1α,25-dihydroxycholecalciferol and other sterol derivatives from bile acids. Also the synthesis of 3,6-diketo steroids useful in the production of 1α,25-dihydroxycholesterol and other sterols which are biologically active or can be converted to biologically active sterols. The invention involves the sterols so produced and the processes by which they are prepared.

    专利号:US-4354972-A
    优先权日:1981-06-29
    标 题 :Synthesis of steroids
    发明人:KAISER EMIL T
    权利人:KAISER EMIL T
    摘要:This invention relates to the synthesis of steroids which are useful for their biological activity or which may be converted to steroids which have such activity. These syntheses include the steroid compounds and processes for their preparation. n An object of the invention is to provide syntheses which are applicable to materials which are readily available in good supply for converting such materials to steroids which are useful and desirable in the manufacture of pharmaceutical products. n More particularly, I have sought to discover processes and intermediate compounds useful in the synthesis of 24, 25-dihydroxycholesterol from hyodeoxycholic acid or lithocholic acid which are constituents of, and readily available from, animal bile.

    专利号:US-4217279-A
    优先权日:1978-12-18
    标 题 :Synthesis of steroids
    发明人:KAISER EMIL T
    权利人:KAISER EMIL T
    摘要:The synthesis of 25-hydroxycholesterol and 1α,25-dihydroxycholesterol in which the sterol nucleus of an ester of hyodeoxycholic acid is stabilized by protection of the 3 and 6α-hydroxyl groups with alkyl groups, alkyl ether groups, preferably with the 3β-methoxyethoxymethyl group or with the heterocyclic 2-tetrahydropyran group, then extending the chain from the carbon at the 24-position to a cyanide group at the 25-position and then subjecting the sterol so formed to a series of reactions by which it is transformed into 1α,25-dihydroxycholesterol or by a modified series of reactions to 25-hydroxycholesterol.

    专利号:GB-2038833-A
    优先权日:1978-12-18
    标题:Synthesis of 25-hydroxycholesterol from esters of hyodeoxycholic acid

    专利号:JP-S588099-A
    优先权日:1981-06-29
    标题:Synthesis of 24,25-dihydroxycholesterol

    专利号:CA-1141372-A
    优先权日:1978-12-18
    标 题:Synthesis of steroids

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1021/acs.jmedchem.7b00295
    摘要:Stoltz KL, Erickson R, Staley C, Weingarden AR, Romens E, Steer CJ, Khoruts A, Sadowsky MJ, Dosa PI. Synthesis and Biological Evaluation of Bile Acid Analogues Inhibitory to Clostridium difficile Spore Germination. J. Med. Chem. 2017 Apr 12;60(8):3451–71. doi: 10.1021/acs.jmedchem.7b00295.
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