CAS: 142937-50-6; (4Bs,8S,8Ar)-8-(Hydroxymethyl)-2-Isopropyl-4B,8-Dimethyl-5,6,8,8A,9,10-Hexahydrophenanthrene-1,4,7(4Bh)-Trione

该化合物是属于五角星类别的化学化合物,其特点是共生环状结构,含有两个碳基组;该化合物来自自然来源,特别是某些真菌和植物,以潜在的生物活动著称;三氯quinone B具有抗氧化剂活动等特性,并可能在各种生化过程中发挥作用;其结构通常包括一个引信环系统,有助于其稳定性和再活性;该化合物对医药化学具有兴趣,因为它具有潜在的治疗用途,包括抗微生物和抗癌特性;此外,其独特的化学特性使它成为天然产品化学领域研究的课题;与许多五分泌物一样,三氯quinone B也可能参与红毒反应,这可能影响其在生物系统中的行为;

结构式图片

上下游产品

(4bS,7S,8S,8aR)-7-hydroxy-8-(hydroxymethyl)-2-isopropyl-4b,8-dimethyl-4b,5,6,7,8,8a,9,10-°Ctahydrophenanthrene-1,4-dione (+)-(1S,2S,4aS,10aR)-1,2,3,4,4a,9,10,10a-°Ctahydro-2-hydroxy-1-(hydroxymethyl)-1,4a-dimethyl-5,8-dimethoxy-7-isopropylphenanthrene triptobenzene J (8R,9S,13S,14R)-3-Isopropyl-4-methoxy-9,14,16,16-tetramethyl-6,7,8,9,11,12,13,14,15,16-decahydro-17-oxa-16-sila-cyclopenta[a]phenanthrene(+)-(1S,4aS,10aR)-3,4,4a,9,10,10a-Hexahydro-1-(hydroxymethyl)-1,4a-dimethyl-5,8-dimethoxy-7-isopropyl-2(1H)-phenanthrenone

合成工艺路线路线简述

    📜Bromomethyl-((2S,4Ar)-7-Isopropyl-8-Methoxy-1,4A-Dimethyl-2,3,4,4A,9,10-Hexahydro-Phenanthren-2-Yloxy)-Dimethyl-Silane置于sodium Hypochlorite,Potassium Dihydrogenphosphate,三氯化铝,Potassium Nitrososulfonate,偶氮二异丁腈,三丁基氯化锡,双氧水,Sodium Cyanoborohydride,Potassium Hydrogencarbonate,乙硫醇体系中,用 四氢呋喃,甲醇,乙醇,水,溶剂黄146,叔丁醇 用作溶剂,化学反应生成雷藤二萜醌 B
    参考文献:Enantiocontrolled Total Synthesis Of The Diterpenoids,Triptoquinone B,C And Triptocallol
    标题:Enantiocontrolled Total Synthesis Of The Diterpenoids,Triptoquinone B,C And Triptocallol
    摘要:An Efficient And Enantiocontrolled Synthesis Of Triptoquinone B And C,Which Possess Interleukin-1 Inhibitory Activity,Has Been Accomplished Employing The Lipase-Catalyzed Kinetic Resolution And A Highly Diastereoselective Radical Cyclization As Key Synthetic Steps. In Addition,The First Total Synthesis Of Triptocallol Has Been Achieved Utilizing The Same Strategy. (C) 1997 Elsevier Science Ltd.
    Doi:10.1016/s0040-4039(97)00841-1

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    合成参考文献


    参考文献:10.1016/j.cclet.2008.01.031
    摘要:Shen Q, ZhiYao, Takaishi Y, Zhang YW, Duan HQ. Immunosuppressive terpenoids from Tripterygium wilfordii. Chinese Chemical Letters. 2008 Apr;19(4):453–6. doi: 10.1016/j.cclet.2008.01.031.
    参考文献:10.1016/s0040-4039(00)60866-3
    摘要:Takaishi Y, Shishido K, Wariishi N, Shibuya M, Goto K, Kido M, Taka M, Ono Y. Triptoquinone A and B novel interleukin-1 inhibitors from Tripterygium wilfordii var Regeli. Tetrahedron Letters. 1992 Nov;33(47):7177–80. doi: 10.1016/s0040-4039(00)60866-3.
    参考文献:10.1016/s0031-9422(97)00048-4
    摘要:Li K, Duan H, Kawazoe K, Takaishi Y. Terpenoids from Tripterygium wilfordii. Phytochemistry. 1997 Jun;45(4):791–6. doi: 10.1016/s0031-9422(97)00048-4.
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