CAS: 41302-34-5; Methyl 2-Oxocyclohexanecarboxylate

该化合物是一种循环电离层酯,其分子式为C8H12O3.该化合物在有机合成中被广泛用作多用途中间媒介,特别是在生产药品,农用化学品和精美化学品方面.其反应性碳基和酯功能组使得它对于凝结,通缩和循环反应具有价值.该化合物在普通有机溶剂中表现出良好的溶解性,便于其在各种反应条件下使用.在标准储存条件下和定义明确的再活动剖面中,其稳定性增强了其在合成应用中的效用.Mec 2-氧化环己烷箱因其在构建复杂的循环框架方面的效率而往往被偏好.

结构式图片

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936-03-8 1193-63-1 2236-11-5

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合成工艺路线路线简述

    庚二酸置于硫酸,Sodium Hydride体系中,用 四氢呋喃,Mineral Oil 作为反应溶剂,化学反应 4.0H,反应生成 2-氧环己烷羧酸甲酯
    参考文献:硫脲辅助的 β-酮酯的对映选择性钯催化脱羧烯丙基化
    标题:硫脲辅助的 β-酮酯的对映选择性钯催化脱羧烯丙基化
    摘要:报道了由钯双(膦)-硫脲复合物催化的 β-酮酯的对映选择性分子内脱羧烯丙基化.该程序不仅对β-酮酯有效,而且对β-酮酰胺有效.还建立了不对称脱羧烯丙基化的分子间变体.dft 计算表明,外球机制对于 β-酮酯的脱羧烯丙基化是可行的.
    DOI:10.1055/s-0036-1590869

    海关参考信息

    专利信息


    专利号:US-8067465-B2
    优先权日:2002-01-15
    标题:Tricyclic-bis-enone derivatives and methods of use thereof
    发明人:HONDA TADASHI; FAVALORO FRANK G; GRIBBLE GORDON W; SPORN MICHAEL B; SUH NANJOO
    权利人:HONDA TADASHI; FAVALORO FRANK G; GRIBBLE GORDON W; SPORN MICHAEL B; SUH NANJOO; DARTMOUTH COLLEGE
    摘要:Novel tricyclic-bis-enone derivatives (TBEs) as well as the process for the preparation of such TBEs are provided. Also provided are methods for prevention and/or treatment of cancer, Alzheimer's disease, Parkinson's disease, multiple sclerosis, amyotropic lateral sclerosis, rheumatoid arthritis, inflammatory bowel disease, and all other diseases whose pathogenesis is believed to involve excessive production of either nitric oxide (NO) or prostaglandins or the overexpression of iNOS or COX-2 genes or gene products. Further, methods for the synthesis of the TBE compounds of the invention utilize cheap commercially available reagents and are highly cost effective and amenable to scale-up. Additional high efficiency synthetic methods that utilize novel intermediates as well as the synthesis of these intermediates are also provided. Furthermore, the invention also provides methods for designing novel and water-soluble TBEs.

    专利号:US-8772301-B2
    优先权日:2009-12-18
    标题 :Compounds for treating disorders mediated by metabotropic glutamate receptor 5, and methods of use thereof
    发明人:HARDY LARRY WENDELL; HEFFERNAN MICHELE L R; WU FRANK XINHE; SPEAR KERRY L; SARASWAT LAKSHMI D
    权利人:HARDY LARRY WENDELL; HEFFERNAN MICHELE L R; WU FRANK XINHE; SPEAR KERRY L; SARASWAT LAKSHMI D; SUNOVION PHARMACEUTICALS INC
    摘要:Provided herein are compounds and methods of synthesis thereof. The compounds set forth herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, neurodegenerative disorders, neuropsychiatric disorders, disorders of cognition, learning or memory, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds set forth herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

    专利号:US-8067394-B2
    优先权日:2006-11-17
    标 题:Synthesis and biological activities of new tricyclic-bis-enones (TBEs)
    发明人:HONDA TADASHI; SUNDARARAJAN CHITRA; GRIBBLE GORDON W; SPORN MICHAEL B; LIBY KAREN T
    权利人:HONDA TADASHI; SUNDARARAJAN CHITRA; GRIBBLE GORDON W; SPORN MICHAEL B; LIBY KAREN T; DARTMOUTH COLLEGE
    摘要:This invention describes novel tricyclic-bis-enone derivatives (TBEs), such as TBE-31, TBE-34, TBE-45 and water-soluble TBEs. The methods of preparing these compounds are also disclosed. The inventors demonstrate the ability of these new TBEs to inhibit proliferation of human myeloma cells, inhibit the induction of iNOS in cells stimulated with interferon-γ, induce heme oxygenase-1 (HO-1), induce CD11b expression—a leukemia differentiation marker, inhibit proliferation of leukemia cells, induce apoptosis in human lung cancer, and induce apoptosis in other cancerous cells. The TBEs of this invention are expected to be useful agents for the treatment and prevention of many diseases, including cancer, neurological disorders, inflammation, and pathologies involving oxidative stress.

    专利号:WO-0214257-A2
    优先权日:2000-08-11
    标题 :SYNTHESIS OF Α,Ω-DIESTERS

    专利号:WO-2014151181-A1
    优先权日:2013-03-15
    标题 :A novel method for synthesizing tbe-31
    发明人:HONDA TADASHI; SAITO AKIRA; ZHENG SUQING
    权利人:UNIV NEW YORK STATE RES FOUND
    摘要:A process for the synthesis of (±)-(4bS,8aR,10aS)-10a-ethynyl-4b,8,8-trimethyl-3,7-dioxo-3,4b,7,8,8a,9,10,10a-octahydrophenanthrene-2,6-dicarbonitrile ('TBE-31'), which is useful for the treatment of various diseases and disorder in mammals. (±)-8a-(Hydroxymethyl)-1,4a-dimethyl-2,3,4,4a,6,7,8,8a,9,10-decahydrophenanthren-2-ol; (±)-8a-(Hydroxymethyl)-1,4a-dimethyl-4,4a,6,7,8,8a,9,10-octahydrophenanthren-2(3H)-one; (±)-(2R,4aS,8aS)-8a-(Hydroxymethyl)-1,4a-dimethyl-2,3,4,4a,6,7,8,8a,9,10-decahydrophenanthren-2-ol; (±)-(2S,4aS,8aS)-8a-(Hydroxymethyl)-1,4a-dimethyl-2,3,4,4a,6,7,8,8a,9,10-decahydrophenanthren-2-ol; and (±)-(4aS,8aS)-8a-(Hydroxymethyl)-1,4a-dimethyl-4,4a,6,7,8,8a,9,10-octahydrophenanthren-2(3H)-one (4).

    专利号:US-2009137557-A1
    优先权日:2005-11-22
    标题 :Calcilytic Compounds
    发明人:KU THOMAS WEN FU; LIN HONG; LUENGO JUAN I; MARQUIS JR ROBERT W; RAMANJULU JOSHI M; TROUT ROBERT; YAMASHITA DENNIS S
    权利人:KU THOMAS WEN FU; LIN HONG; LUENGO JUAN I; MARQUIS JR ROBERT W; RAMANJULU JOSHI M; TROUT ROBERT; YAMASHITA DENNIS S
    摘要:Novel calcilytic compounds, pharmaceutical compositions, methods of synthesis and methods of using them are provided.
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    合成参考文献


    摘要:Matsunaga, S., Science of Synthesis Knowledge Updates, (2010) 4, 215.
    摘要:Zhang, J., Science of Synthesis Knowledge Updates, (2013) 2, 237.
    摘要:Landelle, G.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2011) 2, 453.
    摘要:Gnanaprakasam, B.; Chaudhari, M. B., Science of Synthesis Knowledge Updates, (2019) 2, 427.
    摘要:Schneider, C.; Sickert, M., Science of Synthesis Knowledge Updates, (2017) 3, 376.
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