CAS: 2140-46-7; (3S,8S,9S,10R,13R,14S,17R)-17-((R)-6-Hydroxy-6-Methylheptan-2-yl)-10,13-Dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-Tetradecahydro-1H-Cyclopenta[a]Phenanthren-3-Ol

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

胆固醇 Cholesterol 57-88-5
链甾醇 Demosterol 313-04-2
24-Ethylcholesta-5,22-Dien-3β-Ol 32345-19-0
Pregnadiene 22953-07-7
Cholesterol 25-Hydroperoxide
27-去甲-25-氧代胆固醇 27-Nor-5-Cholesten-3β-Ol-25-One 7494-34-0
3β-Hydroxy-23,24-Bisnorchol-5-En-22-Carbaldehyde 51231-27-7
3B-羟基-D5-胆烯酸 3β-Hydroxy-5-Cholenoic Acid 5255-17-4 3β-O-Methylsitosterol (24S)-24,25-Epoxycholesterol 77058-74-3

合成工艺路线路线简述

    去氢表雄酮置于palladium On Activated Charcoal Potassium Tert-Butylate,氢气,Sodium Hydride,二异丁基氢化铝,2,6-二叔丁基-4-甲基苯酚钾盐,9-硼双环[3.3.1]壬烷,叔丁醇体系中,用 四氢呋喃 用作溶剂,化学反应 34.0H,反应生成25-羟基胆甾醇
    参考文献:通过有机硼烷立体控制合成甾体侧链.20R-和20S-25-羟基胆固醇的立体定向合成.
    标题:通过有机硼烷立体控制合成甾体侧链.20R-和20S-25-羟基胆固醇的立体定向合成.
    摘要:20R-和20S-25-羟基胆固醇都已经特别容易地由3β-羟基-5-雄烯基17-一制备.
    Doi:10.1016/s0040-4039(00)87265-2

    海关参考信息

    专利信息


    专利号:US-4174345-A
    优先权日:1978-08-01
    标题:Synthesis of steroids
    发明人:KAISER EMIL T
    权利人:KAISER EMIL T
    摘要:In the synthesis of sterols wherein methoxyethoxymethyl groups in an ether linkage are attached to the nucleus of the sterol to protect the sterol nucleus during other steps of the synthesis and the sterols are thereafter treated to remove the methoxyethoxymethyl groups and set free the hydroxyl groups, the improvement in which the sterols being treated with zinc bromide are held in a methylene chloride solution containing a small amount of an aliphatic alcohol having from 1 to 6 carbon atoms.

    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-4163744-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-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:US-4360470-A
    优先权日:1980-10-22
    标题 :Process and intermediates for the synthesis of Vitamin D3 metabolites and chenodeoxycholic acid
    发明人:BATCHO ANDREW D; USKOKOVIC MILAN R; WOVKULICH PETER M
    权利人:HOFFMANN LA ROCHE
    摘要:The present disclosure is directed to a process for the synthesis of chenodeoxychloic acid, 25-hydroxycholesterol and 1α,25-dihydroxycholesterol from 17-keto steroids. A cholic acid side chain is stereospecifically introduced by reaction of the appropriate 17-keto steroid with ethyltriphenylphosphonium halides to produce the 17-ethylidene derivative which is allowed to react with acrylic acid esters or propiolic acid esters followed by hydrogenation.
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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    参考文献:10.1038/383728a0
    摘要:Janowski BA, Willy PJ, Devi TR, Falck JR, Mangelsdorf DJ. An oxysterol signalling pathway mediated by the nuclear receptor LXR alpha. Nature. 1996 Oct 24;383(6602):728–31. doi: 10.1038/383728a0.
    参考文献:10.1007/s11745-999-0399-z
    摘要:Grandgirard A, Sergiel JP, Nour M, Demaison-Meloche J, Giniès C. Lymphatic absorption of phytosterol oxides in rats. Lipids. 1999 Jun;34(6):563–70. doi: 10.1007/s11745-999-0399-z.
    参考文献:10.1095/biolreprod66.5.1336
    摘要:Chen JJ, Lukyanenko Y, Hutson JC. 25-hydroxycholesterol is produced by testicular macrophages during the early postnatal period and influences differentiation of Leydig cells in vitro. Biol Reprod. 2002 May;66(5):1336–41. doi: 10.1095/biolreprod66.5.1336.
    参考文献:10.1074/jbc.c200105200
    摘要:Agellon LB, Drover VA, Cheema SK, Gbaguidi GF, Walsh A. Dietary cholesterol fails to stimulate the human cholesterol 7alpha-hydroxylase gene (CYP7A1) in transgenic mice. J Biol Chem. 2002 Jun 07;277(23):20131–4. doi: 10.1074/jbc.c200105200.
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