CAS: 189442-87-3; Ethyl N-Boc-4-Methylpiperidine-4-Carboxylate

该化合物是有机合成的多用途中间体,尤其因其在生产复杂的管状衍生物方面的作用而得到重视;三丁基乙基和乙酯组群具有不同的反应性,允许在温和条件下有选择地进行修改;其结构僵化性,由四甲基丙烯基所传授,既能增强稳定性,又能保持合成灵活性;该化合物通常用于制药和农用化学研究,其精确的功能化至关重要;其高纯度和定义明确的立体化学使其成为发展生物活性分子的可靠建筑块;双箱式彩色保护还有助于有控制的脱保战略,简化多步合成路线.

结构式图片

相似化合物

225240-71-1 236406-21-6 189442-92-0

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CAS号142851-03-4 N-B°C-4-哌啶甲酸乙酯 | CAS号74-88-4 碘甲烷 | CAS号343788-67-0 1-B°C-4-甲基-4-哌啶甲酰胺 | CAS号343788-69-2 4-氨基-4-甲基哌啶-1-甲酸叔丁酯 | CAS号103039-88-9 4-甲基-4-哌啶甲酸乙酯 | CAS号225240-71-1 4-甲基-4-哌啶甲酸乙酯盐酸盐 | CAS号297172-16-8 4-(羟甲基)-4-甲基哌啶 | CAS号189321-63-9 1-B°C-4-甲基-4-哌啶甲酸 | CAS号162648-32-0 4-甲基-4-哌啶甲酸 | CAS号389889-80-9 4-羟基-4-(羟甲基)哌啶-...

合成工艺路线路线简述

    1-Boc-4-哌啶甲酸置于正丁基锂,三乙胺,二异丙胺体系中,用 四氢呋喃,正己烷 用作溶剂,化学反应 13.0H,反应生成N-Boc-4-甲基-4-哌啶甲酸乙酯
    参考文献:Pyrazolopyrimidines As Potent Stimulators For Transient Receptor Potential Canonical 3/6/7 Channels
    标题:Pyrazolopyrimidines As Potent Stimulators For Transient Receptor Potential Canonical 3/6/7 Channels
    摘要:Transient Receptor Potential Canonical 3/6/7 (Trpc3/6/7) Are Highly Homologous Receptor-Operated Nonselective Cation Channels. Despite Their Physiological Significance,Very Few Selective And Potent Agonists Are Available For Functional Examination Of These Channels. Using A Cell-Based High Throughput Screening Approach,A Lead Compound With The Pyrazolopyrimidine Skeleton Was Identified As A Trpc6 Agonist. Synthetic Schemes For The Lead And Its Analogues Were Established,And Structural Activity Relationship Studies Were Carried Out. A Series Of Potent And Direct Agonists Of Trpc3/6/7 Channels Were Identified,And Among Them,4M-4P Have A Potency Order Of Trpc3 > C7 > C6,With 4N Being The Most Potent With An Ec50 Of <20 Nm On Trpc3. Importantly,These Compounds Exhibited No Stimulatory Activity On Related Trp Channels. The Potent And Selective Compounds Described Here Should Be Suitable For Evaluation Of The Roles Of Trpc Channels In The Physiology And Pathogenesis Of Diseases,Including Glomerulosderosis And Cancer.
    Doi:10.1021/acs.Jmedchem.7B00304

    海关参考信息

    专利信息


    专利号:US-2008058528-A1
    优先权日:2006-07-20
    标题 :Synthesis of (2S,5R)-5-ethynyl-1-{N-(4-methyl-1-(4-carboxy-pyridin-2-yl)piperidin-4-yl)glycyl}pyrrolidine-2-carbonitrile

    专利号:EP-2057145-B1
    优先权日:2006-07-20
    标 题:Synthesis of (2s,5r)-5-ethynyl-1-{n-(4-methyl-1-(4-carboxy-pyridin-2-yl)piperidin-4-yl)glycyl}pyrrolidine-2-carbonitrile

    专利号:US-2016152600-A1
    优先权日:2006-07-20
    标题 :Synthesis of (2s,5r)-5-ethynyl-1-pyrrolidine-2-carbonitrile

    专利号:US-9260411-B2
    优先权日:2006-07-20
    标 题 :Synthesis of (2S,5R)-5-ethynyl-1-{N-(4-methyl-1-(4-carboxy-pyridin-2-yl)piperidin-4-yl)glycyl}pyrrolidine-2-carbonitrile
    发明人:MCDERMOTT TODD S; WAGAW SEBLE H; ENGSTROM KENNETH M; GANDARILLA JORGE; KRUGER ALBERT; ROZEMA MICHAEL J; FICKES MICHAEL G; WITTENBERGER STEVEN J; BHAGAVATULA LAKSHMI; BORCHARDT THOMAS B
    权利人:MCDERMOTT TODD S; WAGAW SEBLE H; ENGSTROM KENNETH M; GANDARILLA JORGE; KRUGER ALBERT; ROZEMA MICHAEL J; FICKES MICHAEL G; WITTENBERGER STEVEN J; BHAGAVATULA LAKSHMI; BORCHARDT THOMAS B; ABBVIE INC
    摘要:A process for making (2S,5R)-5-ethynyl-1-{N-(4-methyl-1-(4-carboxy-pyridin-2-yl)piperidin-4-yl)glycyl}pyrrolidine-2-carbonitrile and salts thereof, and intermediates used in the process are disclosed.

    专利号:JP-2009544621-A
    优先权日:2006-07-20
    标题:Synthesis of (2S, 5R) -5-ethynyl-1- {N- (4-methyl-1- (4-carboxy-pyridin-2-yl) piperidin-4-yl) glycyl} pyrrolidine-2-carbonitrile

    专利号:EP-2535338-A1
    优先权日:2006-07-20
    标题 :Synthesis of (2S,5R)-5-ethynyl-1-{N-(4-methyl-1-(4-carboxy-pyridin-2-yl)piperidin-4-yl)glycyl}pyrrolidine-2-carbonitrile
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    主要参考文献

    [参考文献]: Xiao-Hua Jiang, Et Al. Facile Synthesis Of 4-Substituted-4-Aminopiperidine Derivatives, The Key Building Block Of Piperazine-Based Ccr5 Antagonists. Bioorg Med Chem Lett. 2004 Jul 16;14(14):3675-8.
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