CAS: 17924-92-4; Zearalenone

该化合物是一种主要由Fusonibor物种生产的甲状腺毒素,常见于玉米,小麦和大麦等受污染的谷物中,它表现出雌激素性活性,由于它有可能破坏生殖功能,因此引起牲畜和食品安全的关注.从分析来看,Zearalenone经常使用HPLC或ELISA技术进行量化,以进行监管合规和质量控制.它的稳定的化学结构允许在复杂的基质中进行可靠的检测.研究应用包括研究农业产品中的内分泌干扰和甲状毒素污染.由于它的毒性和潜在健康风险,适当的处理和储存是必不可少的.标准化参考材料可用于校准和方法验证.

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CAS号64584-92-5 (R)-(-)-4-烯基-2-戊醇 | CAS号928-90-5 5-己炔-1-醇 | CAS号2150-47-2 2,4-二羟基苯甲酸甲酯 | CAS号73448-13-2 tert-butyl-hex-... | CAS号104784-04-5 (R)-4-[(tert-bu... | CAS号105088-14-0 zearalenone-4-g... | CAS号36455-72-8 ALPHA-玉米赤霉烯醇 | CAS号71030-11-0 β-玉米赤霉烯醇 | CAS号5975-78-0 玉米赤霉酮 | CAS号26538-44-3 α玉米赤霉醇 | CAS号42422-68-4 B-赤霉醇

合成工艺路线路线简述

    4,6-Bis<<(2-Methoxyethoxy)Methyl>Oxy>-2-Iodobenzoic Acid置于盐酸体系中,用 四氢呋喃 用作溶剂,化学反应 216.0H,反应生成玉米烯酮
    参考文献:Synthesis Of .Beta.-Resorcylic Macrolides Via Organopalladium Chemistry. Application To The Total Synthesis Of (S)-Zearalenone
    标题:Synthesis Of .Beta.-Resorcylic Macrolides Via Organopalladium Chemistry. Application To The Total Synthesis Of (S)-Zearalenone
    摘要:The Beta-Resorcylic Macrolides Are A Class Of Naturally occurring 12-And 14-Membered Macrolides. Zearalenone (1),A 14-Membered Macrolide Of This Type,Displays Useful Biological Activity,Which Has Led To Great Synthetic Interest. In This Paper The Intramolecular Coupling Reaction Of An Organostannane With An Electrophile Is Used To Construct Beta-Resorcylic Macrolides. The Intramolecular Coupling Of An Aryl Iodide With A Vinylstannane Provided The Highest Yield Of Lactones. This Methodology Was Then Used To Prepare (S)-Zearalenone (1).
    Doi:10.1021/jo00008A053

    海关参考信息

    专利信息


    专利号:US-3901922-A
    优先权日:1972-04-25
    标题 :Synthesis of zearalanone and related compounds and intermediates useful in their synthesis
    发明人:URRY WILBERT HERBERT; MULLENBACH GUY TOWNS
    权利人:COMMERCIAL SOLVENTS CORP
    摘要:WHEREIN X is an integer having a value from 2 to 6 inclusive and Y is an integer having a value from 2 to 8 inclusive. It also provides for new methods of making compounds useful in the synthesis of zearalanone and related compounds. The new compounds useful as intermediates are 2,7-octadienoic acid; methyl 2,7-octadienoate; sodium ethyl 6-(4-pentenyl)- Beta -dihydroesorcylate; ethyl 6-(4-pentenyl)- Beta dihydroresorcylate; sodium methyl 6-(4-pentenyl)- Beta dihydroresorcylate; methyl 6-(4-pentenyl)- Beta dihydroresorcylate; methyl 3-bromo-6-(4-pentenyl)- Beta dihydroresorcylate; methyl 6-(4-pentenyl)- Beta -resorcylate; ethyl 6-(4-pentenyl)- Beta -resorcylate; ethyl 6-(4-pentenyl)Beta -resorcylate dibenzyl ether; tetrahydropyran-2-yl 4-penten2-yl ether; ethyl 6-(6-oxo-10-tetrahydropyran-2-xyloxyundecyl)Beta -resorcylate dibenzyl ether; and 6-(10-hydroxy-6oxounderyl)- Beta -resorcylic acid dibenzyl ether. Methods for preparing these intermediates are also disclosed. This invention provides a new synthesis for zearalanone and for related compounds having more or fewer carbon atoms in the nonaromatic ring than does zearalanone, which related compounds and zearalanone are represented by the formula

    专利号:US-3852307-A
    优先权日:1972-04-25
    标 题 :Synthesis of zearalanone and related compounds
    发明人:URRY W; MULLENBACH G
    权利人:COMMERCIAL SOLVENTS CORP
    摘要:WHEREIN X is an integer having a value from 0 to 6 inclusive and Y is an integer having a value from 3 to 8 inclusive. It also provides for new methods of making compounds useful in the synthesis of zearalanone and related compounds. The compounds 6-acetoxyhexanoic acid; 2-(5-hexenoyl)cyclohexanone; 7-keto-11-dodecenoic acid; 2-hydroxyethyl 7-keto11-dodecenoate ethylene ketal; N,N-dimethyl 7-keto-11dodecenamide ethylene ketal; 7-keto-11-dodecenal ethylene ketal; 9-keto-2,13-tetradecadienic acid ethylene ketal; 2-hydroxyethyl 9-keto-2,13-tetradecadienoate ethylene ketal; the sodium salt of ethyl 6-(6-keto-10-undecenyl)- Beta -dihydroresorcylate ethylene ketal; ethyl 3-bromo-6-(6-keto-10-undecenyl)- Beta dihydroresorcylate ethylene ketal; ethyl 6-(6-keto-10-undecenyl)Beta -resorcylate ehtylene ketal; ethyl 6-(6-keto-10-undecenyl)Beta -resorcylate ethylene ketal dibenzyl ether; ethyl 6-(6keto-10-hydroxyundecyl)- Beta -resorcylate ethylene ketal dibenzyl ether; and 6-(10-hydroxy-6-keto-undecyl)- Beta resorcylic acid dibenzyl ether are disclosed. Methods for preparing these compounds are also disclosed. This invention provides a new synthesis for zearalanone and for related compounds having more or fewer carbon atoms in the nonaromatic ring than does zearalanone, which related compounds and zearalanone are represented by the formula

    专利号:US-3810918-A
    优先权日:1972-04-25
    标题:Synthesis of zearalanone
    发明人:URRY W; MULLENBACH G
    权利人:COMMERCIAL SOLVENT CORP
    摘要:4,5-(-COO-CH(-CH3)-(CH2)X-CO-(CH2)Y-)RESORCINOL THIS INVENTION PROVIDES A NEW SYNTHESIS FOR ZEARALANONE AND FOR RELATED COMPOUNDS HAVING MORE OR FEWER CARBON ATOMS IN THE NON-AROMATIC RING THAN DOES ZEARLANONE, WHICH RELATED COMPOUNDS AND ZEARALANONE ARE REPRESENTED BY THE FORMULA WHEREIN X IS AN INTEGER HAVING A VALUE FROM 2 TO 6 INCLUSIVE AND Y IS AN INTEGER HAVING A VALUE FROM 2 TO 8 INCLUSIVE. IT ALSO PROVIDES FOR NEW METHODS FOR MAKING COMPOUNDS USEFUL IN THE SYNTHESIS OF ZEARALANONE AND RELATED COMPOUNDS. THE NEW COMPOUNDS USEFUL AS INTERMEDIATES ARE 2,7-OCTADIENOIC ACID; METHYL 2,7-OCTADIENOATE; SODIUM ETHYL 6-(4-PENTENYL-B-DIHYDRORESORCYLATE; ETHYL 6-(4-PENTENYL)-B-DIHYDRORESORCYLATE; SODIUM METHYL 6-(4-PENTENYL)-B-DIHYDRORESORCYLATE; METHYL 6-(4-PENTENYL)-B-DIHYDRORESORCYLATE; METHYL 3-BROMO-6(4-PENTENYL)-B-DIHYDRORESORCYLATE; METHYL6-(4-PENTENYL9-B-RESORCYLATE; ETHYL 6-(4-PENTENYL)-B-RESORCYLATE; ETHYL 6-(4-PENTENYL)-B-R-RESORCYLATE DIBENZYL ESTER; TETRAHYDROJPYRAN-2-YL 4-YL 4-PENTEN-2-YL ETHER; ETHYL 6-(6-OXO-10-TETRAHYDROPYRAN-2-XYLOXYUNDECYL)-BRESORCYLATE DIBENZYL ETHER; AND 6-(10-HYDROXY-6-OXOUNDECYL)-B-RESORCYLIC ACID DIBENZYL ETHER. METHODS FOR PREPARING THESE INTERMEDIATES ARE ALSO DISCLOSED.

    专利号:US-5936100-A
    优先权日:1996-12-16
    标 题:Synthesis of functionalized macrocycles by ring closing metathesis
    发明人:FUERSTNER ALOIS; LANGEMANN KLAUS; KINDLER NICOLE
    权利人:STUDIENGESELLSCHAFT KOHLE MBH
    摘要:The invention concerns an improved process for the preparation of macrocyclic products with 12 or more ring atoms containing one or more polar functional groups on the ring and/or one or more heteroatoms within the ring by ring closing metathesis (RCM) of suitably substituted diene precursors even if the substrates are devoid of any kind of conformational preorganization. Metal carbene complexes of Ru, Mo, W, Re, Os, which are tolerant towards the respective functional group and can either be isolated or prepared in situ are used as catalysts or catalyst precursors. Preferred catalysts or catalyst precursors are ruthenium complexes of the general type XX1LL1Ru=CRR1, wherein X, X1=halogen, L, L1=trialkylphosphine, R, R1=H, Ph, CH=CPh2 denote the most preferred embodiment. The process can be applied to the synthesis of olfactory compounds, perfumary ingredients, pheromones, crown ethers, antibiotics and pharmaceuticals for human and veterinary medicine.

    专利号:US-2009093630-A1
    优先权日:2007-09-21
    标题:Chiral synthesis of diazepinoquinolines
    发明人:MEGATI SREENIVASULU; BHANSALI SHILPA; DEHNHARDT CHRISTOPH; DESHMUKH SUBODH; FUNG PETER; MACEWAN MICHAEL; TINDER ROBERT J
    权利人:WYETH CORP
    摘要:The present invention relates to improved methods of resolution and recrystallization for synthesizing compounds useful as 5HT 2C agonists or partial agonists, including intermediates thereto.

    专利号:US-2025147014-A1
    优先权日:2022-02-14
    标题:Plasmon-enhanced fluorescence biochemical sensors
    发明人:PINCHUK ANATOLI; SERGEYEVA TETYANA; YARYNKA DARIA; CHEGEL VLADIMIR; LOPATYNSKYI ANDRI
    权利人:UNIV COLORADO REGENTS; THE REGENTS OF THE UNIV OF COLORADO A BODY
    摘要:A highly sensitive technology enabling selective recognition of aflatoxins such as in contaminated cereal samples. Methods for the synthesis of AgNP-containing MIP membranes from the monomer mixtures containing both methacrylate monomers and oligomers as well as AgNOs solution in dimethylformamide enable the detection system. The AgNP were formed in the structure of the polymeric membranes during the pre-heating step followed by the UV-initiated polymerization. The highly selective sensor elements where MIP membranes are combined with the Ag nanostructures as signal amplifiers (LSPR-MIP nanochips) can be stored separately and used with a simple optical recognition system as selective elements of point-of-care sensor devices, even in in-field conditions. Composite plasmonic membranes provide both highly selective recognition of the target toxin and the generation of an enhanced optical signal, allowing aflatoxin B1 detection at ultralow concentrations.
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    主要参考文献


    1: Bertero A, Moretti A, Spicer LJ, Caloni F. Fusarium Molds and Mycotoxins: Potential Species-Specific Effects. Toxins (Basel). 2018 Jun 15;10(6). pii: E244. doi: 10.3390/toxins10060244. Review. pii: E89. doi: 10.3390/toxins10050089. Review.
    3: Zheng W, Wang B, Li X, Wang T, Zou H, Gu J, Yuan Y, Liu X, Bai J, Bian J, Liu Z. Zearalenone Promotes Cell Proliferation or Causes Cell Death? Toxins (Basel). 2018 May 2;10(5). pii: E184. doi: 10.3390/toxins10050184. Review.
    4: Ogunade IM, Martinez-Tuppia C, Queiroz OCM, Jiang Y, Drouin P, Wu F, Vyas D, Adesogan AT. Silage review: Mycotoxins in silage: Occurrence, effects, prevention, and mitigation. J Dairy Sci. 2018 May;101(5):4034-4059. doi: 10.3168/jds.2017-13788. Review. pii: E963. doi: 10.3390/molecules23040963. Review. doi: 10.3389/fcimb.2018.00060. eCollection 2018. Review.

    合成参考文献


    摘要:Maier, M. E., Science of Synthesis, (2007) 20, 1456.
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