CAS: 57-87-4; (3S,9S,10R,13R,14R,17R)-17-((2R,5R,E)-5,6-Dimethylhept-3-En-2-yl)-10,13-Dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-Dodecahydro-1H-Cyclopenta[a]Phenanthren-3-Ol

该化合物是一种高纯度的参考材料,广泛用于分析化学,制药和生物化学,是各种基质中,包括真菌生物量,药品和食品中,对egosterol进行量化和鉴定的关键标准,其特点是其特殊纯度(>98%),确保HPLC,GC和光谱测量分析取得可靠和可复制的结果;在标准储存条件下,其稳定性适合于在质量控制和研究应用中长期使用;Ergosterol标准对于涉及真菌代谢,毒物生物合成和研制抗菌剂的研究至关重要,为比较分析提供了一致的基准.

结构式图片

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号474-67-9 菜籽甾醇 | CAS号2465-11-4 星鱼甾醇 | CAS号50-14-6 维生素D2 | CAS号21307-05-1 previtamin D2 | CAS号474-69-1 光甾醇 | CAS号115-61-7 速甾醇 | CAS号57-83-0 孕酮; 黄体素; 黄体酮 | CAS号24352-51-0 3,5-环麦角甾烷-6,8(1... | CAS号1108-03-8 3β-O-acetylergo...

合成工艺路线路线简述

    22-Oxo-5α,8α-(4-Phenyl-3,5-Dioxo-1,2,4-Triazolidine-1,2-Diyl)-23,24-Dinor-6-Cholene-1α,3β-Diyl Diacetate置于吡啶,六甲基磷酰三胺,氢氧化钾,Sodium Tetrahydroborate,Disodium Hydrogenphosphate,Sodium Amalgam,Lithium Aluminium Tetrahydride,正丁基锂,乙醇,4-甲基苯磺酸吡啶,对甲苯磺酸,Sodium Iodide体系中,用 四氢呋喃,甲醇,乙醚,二氯甲烷 作为反应溶剂,化学反应 51.55H,反应生成 麦角固醇
    参考文献:22,23-二氢-1α,25-二羟基维生素d2及其24R-差向异构体,新型维生素d2衍生物的合成
    标题:22,23-二氢-1α,25-二羟基维生素d2及其24R-差向异构体,新型维生素d2衍生物的合成
    摘要:新的 1α,25-二羟基维生素 D2 衍生物(22,23-二氢-1α,25-二羟基维生素 D2 (2A))及其 24R-差向异构体 (2B) 通过两种方法合成.22-Oxo-5α,8α-(4-Phenyl-3,5-Dioxo-1,2,4-Triazolidine-1,2-Diyl)-23,24-Dinor-6-Cholene-1α,3β-Diyl Diacetate (8) 可容易地从麦角甾醇中获得,转化为 22-苯基磺酰基-5α,8α-(4-苯基-3,5-二氧代-1,2,4-三唑烷-1,2-二基)-1α,3β-双(四氢吡喃氧基)-23,24-Dinor-6-Cholene (14) 或 22-Iodo-5α,8α-(4-Phenyl-3,5-Dioxo-1,2,4-Triazolidine-1,2-Diyl)-1α,3β-双(四氢吡喃氧基)-23,24-Dinor-6-Cholene (16).c-22
    DOI:10.1246/bcsj.63.2233

    海关参考信息

    专利信息


    专利号:US-2004266699-A1
    优先权日:2001-10-04
    标 题 :Flavonoid compounds capable of modifying the dynamic and/or physical state of biological membranes and to stimulate the endogenous synthesis of stress proteins in eukaryotic cells, relative synthesis and their use
    发明人:PORTA AMALIA
    摘要:The invention relates to flavonoids compounds of formula (I) and (II) capable of modifying the dynamic and/or physical state of biological membranes and to stimulate the endogenous synthesis of stress proteins in eukaryotic cells. Such compounds are molecules of plant origin or synthetic. The invention also describes a method to identify, purify and chemically synthesize such flavonoid compounds and test their efficacy through their capacity to stimulate the transcription of stress genes and as a consequence, to interact with biological membranes with alteration of their relative physical state. Such compounds and corresponding pharmaceutically acceptable derivatives and/or salts have applications in the areas of pharmaceuticals, more specifically in cosmetics and dermatology, for all those afections related to an alteration of the expression of stress genes.

    专利号:US-11479577-B2
    优先权日:2016-05-18
    标题:Intermediates for the synthesis of bile acid derivatives, in particular of obeticholic acid
    发明人:WEYMOUTH-WILSON ALEXANDER; KOMSTA ZOFIA; WALLIS LAURA; EVANS TIMOTHY; DAVIES IEUAN; OTTER CARL; BATCHELOR RHYS
    权利人:NZP UK LTD
    摘要:The present invention relates to compounds which are intermediates in the synthesis of bile acid derivatives with pharmacological activity. The invention relates to compounds of general formula (I):wherein:, R1, R2, R3, R4, R5, R6 and Y are as defined herein.The compounds are intermediates in the synthesis of synthetic bile acids which are useful in the treatment of conditions such as liver disease. In addition, the invention relates to a method of synthesizing these intermediates and a method of preparing obeticholic acid and obeticholic acid analogues from the compounds of the invention.

    专利号:US-2022267266-A1
    优先权日:2019-07-09
    标 题 :Improved, cost effective process for synthesis of vitamin d3 and its analogue calcifediol from ergosterol
    发明人:DATLA ANUPAMA; NAGRE PRASHANT; TAMORE JAGDISH; PRABHU MANOJKUMAR SADANAND; KADAM SACHIN VASANT
    权利人:FERMENTA BIOTECH LTD
    摘要:Disclosed herein is an improved and efficient process for synthesis of vitamin D3 and its analogue Calcifediol from Ergosterol. Particularly, the present invention discloses the synthesis of key intermediate 3β-tert-Butyldimethylsilyloxy-22-hydroxy-23,24-bisnorchola-5,7-diene (5), and novel intermediate β-tert-Butyldimethylsilyloxy-22-iodo-23,24-bisnorchola-5,7-diene (9) by a simple and cost effective process. The industrially viable processes for preparation of said intermediate(s) results in providing provitamins with various side chains and the desired products in high yield.

    专利号:US-5292977-A
    优先权日:1992-02-05
    标题:Palladium catalyzed alkylative cyclization useful in synthesis of vitamin D and analogues
    发明人:TROST BARRY M; DUMAS JACQUES
    权利人:UNIV LELAND STANFORD JUNIOR
    摘要:An alkylative cycloaddition method is provided that is particularly useful for the synthesis of many of the Vitamin D analogues with differing side chains. Thus, a preferred synthesis is of Vitamin D analogues having a side chain R 1 where a substantially geometrically pure first precursor having the structure ##STR1## and a second precursor are provided, the second precursor being a 1,7 enyne. These precursors are reacted in the presence of a palladium catalyst to form compounds having the structure ##STR2## where R 2 hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group, and R 3 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group.

    专利号:US-6844461-B2
    优先权日:2001-07-30
    标 题:Synthesis of A-ring synthon of 19-NOR-1α,25-dihydroxyvitamin D3 from (D)-glucose
    发明人:DELUCA HECTOR F; SHIMIZU MASATO; YAMADA SACHIKO
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.

    专利号:US-9994508-B2
    优先权日:2012-12-11
    标 题:Versatile and functionalised intermediates for the synthesis of vitamin D and novel vitamin D derivatives
    发明人:LOPEZ PEREZ BORJA; SIGUEIRO PONTE RITA; MAESTRO SAAVEDRA MIGUEL A; MOURINO MOSQUERA ANTONIO
    权利人:ENDOTHERM GMBH
    摘要:Novel intermediates for the complete synthesis of vitamin D are provided that allow a great versatility of functional groups in the final vitamin derivatives. Vitamin derivatives that are epimeric in position 3 and vitamin derivatives with a wide range of functionalities in position 18, including compounds with isotopic labelling are provided.
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    主要参考文献


    1: Zhang YQ, Rao R. Beyond ergosterol: linking pH to antifungal mechanisms. Virulence. 2010 Nov-Dec;1(6):551-4. Epub 2010 Nov 1. Review.

    合成参考文献


    参考文献:10.1007/s10266-009-0118-3
    摘要:Niimi M, Firth NA, Cannon RD. Antifungal drug resistance of oral fungi. Odontology. 2010 Feb;98(1):15–25. doi: 10.1007/s10266-009-0118-3.
    参考文献:10.1186/1741-7015-8-13
    摘要:Ritchie SA, Ahiahonu PW, Jayasinghe D, Heath D, Liu J, Lu Y, Jin W, Kavianpour A, Yamazaki Y, Khan AM, Hossain M, Su-Myat KK, Wood PL, Krenitsky K, Takemasa I, Miyake M, Sekimoto M, Monden M, Matsubara H, Nomura F, Goodenowe DB. Reduced levels of hydroxylated, polyunsaturated ultra long-chain fatty acids in the serum of colorectal cancer patients: implications for early screening and detection. BMC Medicine. 2010 Feb 15;8(1):13. doi: 10.1186/1741-7015-8-13.
    参考文献:10.1128/aac.01657-10
    摘要:Burger-Kentischer A, Finkelmeier D, Keller P, Bauer J, Eickhoff H, Kleymann G, Abu Rayyan W, Singh A, Schröppel K, Lemuth K, Wiesmüller KH, Rupp S. A screening assay based on host-pathogen interaction models identifies a set of novel antifungal benzimidazole derivatives. Antimicrob Agents Chemother. 2011 Oct;55(10):4789–801.
    参考文献:10.1007/s10295-011-1012-x
    摘要:Hughes SR, Gibbons WR, Bang SS, Pinkelman R, Bischoff KM, Slininger PJ, Qureshi N, Kurtzman CP, Liu S, Saha BC, Jackson JS, Cotta MA, Rich JO, Javers JE. Random UV-C mutagenesis of Scheffersomyces (formerly Pichia) stipitis NRRL Y-7124 to improve anaerobic growth on lignocellulosic sugars. Journal of Industrial Microbiology & Biotechnology. 2011 Jul 12;39(1):163–73. doi: 10.1007/s10295-011-1012-x.
    参考文献:10.1007/s13238-011-1061-y
    摘要:Pu J, Ha CW, Zhang S, Jung JP, Huh WK, Liu P. Interactomic study on interaction between lipid droplets and mitochondria. Protein Cell. 2011 Jun;2(6):487–96.
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