CAS: 93710-27-1; Leuconolam

该化合物是一个复杂的有机化合物,其独特的双环结构包括异丁烯和苯并扎松酸,其特点是多种功能组,包括氢氧化物组和狄克酮,有助于其反应和潜在的生物活动;乙基组的存在增强了其疏水特性,有可能影响其溶性以及与生物膜的相互作用;该化合物的立体化学学,以碳原子的具体编号为标志,表明该化合物可能具有手性能,可能影响其药理学特征;这些化合物由于潜在的治疗用途,特别是新药的开发,往往对药化学感兴趣;然而,有必要详细研究其生物活动,毒性和药理基因学,以便充分了解其在制药环境中的影响.

结构式图片

物理性质

MSDS等安全信息

    上下游产品

    6β,7β-dibromodiazaspiroleuconolam (-)-scholarisine G(+)-11-(2-aminophenyl)-4a-ethyl-3,4,4a,5,6,7-hexahydropyrano[3,2-h]indolizine-2,9-dione leuconolam methyl ether

    合成工艺路线路线简述

    • 1207530-25-3 = 93710-27-1
      反应条件:1.1 Reagents: Hydrochloric Acid Catalysts: Tetraethylammonium Chloride Solvents: Dichloromethane; 12 H,Rt1.2 Reagents: Sodium Carbonate Solvents: Water; Rt
      标题:Transformations Of The 2,7-Seco Aspidosperma Alkaloid Leuconolam,Structure Revision Of Epi-Leuconolam,And Partial Syntheses Of Leuconoxine And Leuconodines A And F
      作者:Low,Yun-Yee; Hong,Fong-Jiao; Lim,Kuan-Hon; Thomas,Noel F.; Kam,Toh-Seok
      参考文献:Journal Of Natural Products 日期:2014 卷标:77(2) 页码:327-338]

      = 93710-27-1 [标题:Reaction Conditions
      标题:Generation Of Acyclic Chiral Building Blocks Containing A Quaternary Stereocenter. Formal Synthesis Of Alkaloids Of The Leuconolam-Leuconoxine-Mersicarpine Group
      作者:Ordeix,Sergi; Alcaraz,Marta; Llor,Nuria; Calbo,Arnau; Bosch,Joan; Et Al
      参考文献:Tetrahedron 日期:2020 卷标:76(51)]

      = 93710-27-1 [标题:Reaction Conditions
      标题:Progress In Total Syntheses Of Leuconolam-Leuconoxine-Mersicarpine Alkaloids
      作者:Geng,Qian; Li,Zining; Lu,Zhe; Liang,Guangxin
      参考文献:Youji Huaxue 日期:2016 卷标:36(7) 页码:1447-1464]

      = 93710-27-1 [标题:Reaction Conditions
      标题:Selective Syntheses Of Leuconolam,Leuconoxine,And Mersicarpine Alkaloids From A Common Intermediate Through Regiocontrolled Cyclizations By Staudinger Reactions
      作者:Li,Zining; Geng,Qian; Lv,Zhe; Pritchett,Beau P.; Baba,Katsuaki; Et Al
      参考文献:Organic Chemistry Frontiers 日期:2015 卷标:2(3) 页码:236-240]

      1207530-25-3 = 93710-27-1
      反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane,Water; 30 Min,Rt
      标题:Synthesis Of Leuconoxine,Leuconodine B,And Rhazinilam By Transformation Of Melodinine E Via 6-Hydro-21-Dehydroxyleuconolam
      作者:Umehara,Atsushi; Ueda,Hirofumi; Tokuyama,Hidetoshi
      参考文献:Tetrahedron 日期:2021 卷标:79]

      1207530-25-3 = 93710-27-1
      反应条件:1.1 Reagents: Sulfuric Acid Solvents: Tetrahydrofuran,Water; 2.5 H,40 °C
      标题:Total Syntheses Of (-)-Mersicarpine,(-)-Scholarisine G,(+)-Melodinine E,(-)-Leuconoxine,(-)-Leuconolam,(-)-Leuconodine A,(+)-Leuconodine F,And (-)-Leuconodine C: Self-Induced Diastereomeric Anisochronism (Sida) Phenomenon For Scholarisine G And Leuconodines A And C
      作者:Xu,Zhengren; Wang,Qian; Zhu,Jieping
      参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(20) 页码:6712-6724]

      = 93710-27-1 [标题:Reaction Conditions
      标题:The Diaza[5.5.6.6]Fenestrane Skeleton-Synthesis Of Leuconoxine Alkaloids
      作者:Pfaffenbach,Magnus; Gaich,Tanja
      参考文献:Chemistry - A European Journal 日期:2016 卷标:22(11) 页码:3600-3610]

      155416-24-3 = 93710-27-1 + 1443338-01-9
      反应条件:1.1 Reagents: Sulfuric Acid Solvents: Tetrahydrofuran,Water; 2.5 H,40 °C
      标题:Enantioselective Total Syntheses Of Leuconolam-Leuconoxine-Mersicarpine Group Monoterpene Indole Alkaloids
      作者:Xu,Zhengren; Wang,Qian; Zhu,Jieping
      参考文献:Journal Of The American Chemical Society 日期:2013 卷标:135(51) 页码:19127-19130]

      36193-36-9 = 93710-27-1 + 1207530-25-3
      反应条件:1.1 Reagents: Pyridinium Chlorochromate Solvents: Dichloromethane; 16 H,18 °C
      标题:Enantioselective Total Syntheses Of The Alkaloids (-)-Rhazinal,(-)-Rhazinilam,(-)-Leuconolam And (+)-Epi-Leuconolam
      作者:Banwell,Martin G.; Beck,Daniel A. S.; Willis,Anthony C.
      参考文献:Arkivoc (Gainesville 日期:2006 卷标:(3) 页码:163-174

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    主要参考文献


    1: Xu Z, Wang Q, Zhu J. Enantioselective total syntheses of leuconolam-leuconoxine-mersicarpine group monoterpene indole alkaloids. J Am Chem Soc. 2013 Dec 26;135(51):19127-30. doi: 10.1021/ja4115192. Epub 2013 Dec 13. doi: 10.1021/np400922x. Epub 2014 Jan 15. Epub 2015 Jan 27.
    4: Gan CY, Low YY, Thomas NF, Kam TS. Rhazinilam-Leuconolam-Leuconoxine Alkaloids from Leuconotis griffithii. J Nat Prod. 2013 May 24;76(5):957-64. doi: 10.1021/np400214y. Epub 2013 May 6.
    6: Xu Z, Wang Q, Zhu J. Total Syntheses of (-)-Mersicarpine, (-)-Scholarisine G, (+)-Melodinine E, (-)-Leuconoxine, (-)-Leuconolam, (-)-Leuconodine A, (+)-Leuconodine F, and (-)-Leuconodine C: Self-Induced Diastereomeric Anisochronism (SIDA) Phenomenon for Scholarisine G and Leuconodines A and C. J Am Chem Soc. 2015 May 27;137(20):6712-24. doi: 10.1021/jacs.5b03619. Epub 2015 May 14. doi: 10.1021/ol503150c. Epub 2014 Nov 20.

    合成参考文献


    参考文献:10.1016/0031-9422(90)85273-i
    摘要:Yamauchi T, Abe F, Chen R, Nonaka G, Santisuk T, Padolina WG. Alkaloids from the leaves of Alstonia scholaris in Taiwan, Thailand, Indonesia and the Philippines. Phytochemistry. 1990 Jan;29(11):3547–52. doi: 10.1016/0031-9422(90)85273-i.
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