CAS: 480-85-3; (1R,7Ar)-7-(Hydroxymethyl)-2,3,5,7A-Tetrahydro-1H-Pyrrolizin-1-Ol

该化合物是一种以其在各种生物活性化合物生物合成中的作用而得到承认的正丙烯代醇中间体,其立体结构在合成化学和药理研究中具有价值,特别是在研究肝毒性和抗菌素制剂方面.该化合物的高纯度和定义明确的配置确保了实验应用中的可复制性. (+)-Retronecine通常被用作分析化学的参考标准,有助于识别和量化相关的藻类.在受管制条件下,其稳定性进一步提高其在实验室环境中的效用.研究人员赞赏其在机械学研究中的一贯性能及其在探索植物衍生毒素方面的关联性.适当处理因其潜在毒性而值得注意.

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上下游产品

seneciphylline retrorsine iso-lycopsamine trichodesmineisatinecic acid retronecic acid 13,13-dimethyl-1,2-didehydr°Crotalanine 4-Dimethylcarbamoyl-3,3-dimethyl-butyric acid (1R,7aR)-7-hydroxymethyl-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester

合成工艺路线路线简述

    📜1-Aza-4-(1,3-Dithian-2-Ylidene)-6(S)-(Acetyloxy)Bicyclo<3.3.0>octan-8-One置于platinum(Iv) Oxide 盐酸,Lithium Aluminium Tetrahydride,3 A Molecular Sieve,氢气,双氧水,Sodium Ethanolate,二甲基亚砜,三氟乙酸,三氟乙酸酐,Mercury Dichloride,Lithium Diisopropyl Amide体系中,用 四氢呋喃,甲醇,乙醇,二氯甲烷,溶剂黄146 作为反应溶剂,-70.0~25.0 °C,101.33 Kpa 条件下,反应 23.5H,反应生成 倒千里光裂碱
    参考文献:Enantioselective Synthesis Of Seven Pyrrolizidine Diols From A Single Precursor
    标题:Enantioselective Synthesis Of Seven Pyrrolizidine Diols From A Single Precursor
    摘要:
    DOI:10.1021/jo00223A002

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    主要参考文献

    参考标题:Synthesis Of Pyrrolizidine Alkaloids Indicine, Intermedine, Lycopsamine, And Analogs And Their N-Oxides. Potential Antitumor Agents
    作者:Leon H. Zalkow,Jan A. Glinski,Leslie T. Gelbaum,Thomas J. Fleischmann,Laureen S. Mcgowan,Maureen M. Gordon |发布日期:1985.6
    摘要:(-)- And (+)-Trachelanthic And (-)- And (+)-Viridifloric Acids Were Synthesized And Their Isopropylidene Derivatives Were Regiospecifically Coupled, At C-9, With (-)-Retronecine Obtained By Hydrolysis Of Monocrotaline, Isolated From Crotalaria Spectabilis. Hydrolysis, Followed By Oxidation, Led To The N-Oxides Of Indicine, Intermedine, Lycopsamine, And The New Nonnatural Product, Respectively. Each

    合成参考文献


    摘要:Research Today., 5(53), 1949
    摘要:IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work).
    参考文献:10.1016/s0965-1748(01)00052-2
    摘要:Hartmann T, Theuring C, Witte L, Pasteels JM. Sequestration, metabolism and partial synthesis of tertiary pyrrolizidine alkaloids by the neotropical leaf-beetle Platyphora boucardi. Insect Biochemistry and Molecular Biology. 2001 Oct;31(11):1041–56. doi: 10.1016/s0965-1748(01)00052-2.
    参考文献:10.1016/s0367-326x(02)00016-3
    摘要:Singh B, Sahu PM, Singh S. Antimicrobial activity of pyrrolizidine alkaloids from Heliotropium subulatum. Fitoterapia. 2002 Apr;73(2):153–5. doi: 10.1016/s0367-326x(02)00016-3.
    参考文献:10.1016/j.foodchem.2014.11.093
    摘要:Zhu L, Ruan JQ, Li N, Fu PP, Ye Y, Lin G. A novel ultra-performance liquid chromatography hyphenated with quadrupole time of flight mass spectrometry method for rapid estimation of total toxic retronecine-type of pyrrolizidine alkaloids in herbs without requiring corresponding standards. Food Chem. 2016 Mar 01;194():1320–8. doi: 10.1016/j.foodchem.2014.11.093.
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