CAS: 5255-17-4; 3B-Hydroxy-5-Cholenoic Acid

该化合物是一种来自二氟酸的抗血清化合物,其特点是三β位置的氢氧基基基和一种碳酸碱.该中间体在合成化学中对于制作杀血剂衍生物和药物前体很有价值.其僵硬的四环结构和功能组可以进行选择性修改,从而有利于对二氟酸新陈代谢,受体相互作用和药物开发的研究.该复合体的高纯度和定义明确的立体化学保证实验应用的再生性.它在研究脂质信号路径和毒物生物合成方面的作用进一步强调了其在生物化学和药学研究中的重要性.

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合成工艺路线路线简述

    📜猪去氧胆酸置于吡啶,硫酸,对甲苯磺酰氯体系中,化学反应生成 3B-羟基-D5-胆烯酸
    参考文献:合成具有碳氟化合物侧链及其液晶脂族酯的胆固醇类似物的新途径
    标题:合成具有碳氟化合物侧链及其液晶脂族酯的胆固醇类似物的新途径
    摘要:已开发出一种新的有效途径,可通过从1-脱氧胆酸通过选择性地将1-全氟烷基碘加入到24-Norchola-5中的九个步骤来合成17β-(1-甲基-3-全氟烷基)丙基-3β-雄甾醇(1),22-Dien-3β-醇.从(1),制备了具有氟碳侧链的第一系列甾族液晶脂族酯(近交a).
    DOI:10.1016/s0022-1139(01)00409-2

    海关参考信息

    专利信息


    专利号:US-10751419-B2
    优先权日:2014-05-01
    标题:Method for synthesis of reactive conjugate clusters
    发明人:MIGAWA MICHAEL T; YU JINGHUA; WAN W BRAD; PATEL SAYTEN P; VASQUEZ GUILLERMO; KINBERGER GARTH A; PRAKASH THAZHA P; SETH PUNIT P; SWAYZE ERIC E
    权利人:IONIS PHARMACEUTICALS INC
    摘要:Provided herein are improved methods for the synthesis of reactive conjugate clusters and intermediates used in such methods. In particular, improvements are provided that enhance the synthesis of reactive conjugate clusters by reducing the number of synthetic steps required. The reactive conjugate clusters prepared using the improved methods don't include any transacylation impurities that are formed using existing methods. The improved methods also provide an increase in overall yield and a cost benefit over existing methods.

    专利号:WO-9419366-A1
    优先权日:1993-02-26
    标题 :Chemical synthesis of squalamine
    发明人:MORIARTY ROBERT M; GUO LIANG; TULADHAR SUDERSAN M
    权利人:MAGAININ PHARMA
    摘要:Methods for the chemical preparation or synthesis of the sterol antibiotic squalamine. Preferably, the preparation is by modifying the 3-position of a 3-oxo-7α-hydroxy-24z-ether protected alcohol group-5α-cholestane with a spermidino moiety to form a 3β-spermidino-7α-hydroxy-24z-ether protected group -5α-cholestane; deprotecting the 24-position of the 3β-spermidino-7α-hydroxy-24z-ether protected group-5α-cholestane to the free hydroxyl; and sulfating the 24-position of the 3β-spermidino-7α, 24-dihydroxy-5α-cholestane.

    专利号:US-4134904-A
    优先权日:1977-08-30
    标 题 :Synthesis of steroids
    发明人:KAISER EMIL T
    权利人:KAISER EMIL T
    摘要:The synthesis of 25-hydroxycholesterol from animal bile starting materials in which hyodeoxychloic acid or an ester thereof is converted to the 3β-hydroxy-5-cholenic acid alkyl ester, and then converted to 3β-hydroxy-25-cyano-5-cholene by a series of steps in which the sterol nucleus is stablized by use of a 3α,5α-bridge sometimes called an i-steroid configuration, and the carbon chain then extended from the carbon at the 24-position to a cyanide group at the 25-position. The compound so formed is subjected to a series of reactions by which it is transformed into 25-hydroxy-7-dehydrocholesterol which may then be irradiated with ultraviolet light to 25-hydroxycholecalciferol. The invention discloses new and improved processes for preparing these end products and also the compounds formed as intermediates and processes for preparing these intermediates.

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

    专利号:US-4287129-A
    优先权日:1980-07-28
    标 题:Synthesis of 1α-hydroxy-7-dehydrosteroids
    发明人:KLAUSMEIER WILLIAM H; JOHNSON RICHARD L; HIRSCH ARNOLD L
    权利人:DIAMOND SHAMROCK CORP
    摘要:Enol acetylation is carried out on a variety of 1,4,6-trien-3-ones to form 1,3,5,7 tetraene structures from which 1 alpha -hydroxy-7-dehydro steroids are obtained. The compounds are intermediates used in the preparation of vitamin D3 metabolites such as 1 alpha ,25-dihydroxyvitamin D3 and 1 alpha -hydroxyvitamin D3.

    专利号:US-2341250-A
    优先权日:1940-02-05
    标 题:Synthesis of corticosterone
    发明人:WALLIS EVERETT S; NATH CHAKRAVORTY PURNENDU
    权利人:RESEARCH CORP

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    合成参考文献


    参考文献:10.1194/jlr.m400157-jlr200
    摘要:Mano N, Sato Y, Nagata M, Goto T, Goto J. Bioconversion of 3beta-hydroxy-5-cholenoic acid into chenodeoxycholic acid by rat brain enzyme systems. J Lipid Res. 2004 Sep;45(9):1741–8. doi: 10.1194/jlr.m400157-jlr200.
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