ethyl 3-(1-benzoylpiperidin-4-yl)propanoate | 51144-70-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 3-(1-benzoylpiperidin-4-yl)propanoate
• 英文别名: Ethyl-N-benzoyl-3-(4-piperidyl)propionate；3-(1-benzoyl-[4]piperidyl)-propionic acid ethyl ester；3-(1-Benzoyl-[4]piperidyl)-propionsaeure-aethylester；ethyl 3-(1-benzoyl-4-piperidyl)-propionate；ethyl 3-(1-benzoylpiperidin-4-yl) propionate
• CAS: 51144-70-8
• 化学式: C₁₇H₂₃NO₃
• 分子量: 289.375
• InChiKey: CYAYLQNJXOORSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-(1-benzoylpiperidin-4-yl)propanoate 在 乙醇 、 氯化铵 作用下， 生成 3-(1-benzoyl-[4]piperidyl)-2-diethoxymethyl-propionic acid ethyl ester
  参考文献：
  名称：

  Jachontow; Rubzow, Zhurnal Obshchei Khimii, 1956, vol. 26, p. 2844,2846; engl. Ausg. S. 3163

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Boc-4-哌啶丙酸乙酯 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 ethyl 3-(1-benzoylpiperidin-4-yl)propanoate
  参考文献：
  名称：

  Alkyl piperidine and piperazine hydroxamic acids as HDAC inhibitors

  摘要：

  We report here the strategy used in our research group to find a new class of histone deacetylase (HDAC) inhibitors.A series of N-substituted 4-alkylpiperazine and 4-alkylpiperidine hydroxamic acids, corresponding to the basic structure of HDAC inhibitors (zinc binding moiety-linker-capping group) has been designed, prepared, and tested for HDAC inhibition.Linker length and aromatic capping group connection were systematically varied to find the optimal geometric parameters. A new series of submicromolar inhibitors was thus identified, which showed antiproliferative activity on HCT-116 colon carcinoma cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.085

文献信息

• Reductive Radical Conjugate Addition of Alkyl Electrophiles Catalyzed by a Cobalt/Iridium Photoredox System
  作者：Randolph A. Escobar、Jeffrey W. Johannes

  DOI：10.1021/acs.orglett.1c02114

  日期：2021.8.6

  Alkyl and aryl halides have been studied extensively as radical precursors; however, mild and less toxic conditions for the activation of alkyl bromides toward alkyl radicals are still desirable. Reported here is a reductive radical conjugate addition that allows for the formation of alkyl radicals via activation of alkyl bromides through cobalt/iridium catalysis. The developed conditions are emphasized

  烷基和芳基卤化物作为自由基前体已被广泛研究。然而，用于将烷基溴活化为烷基自由基的温和且毒性较小的条件仍然是合乎需要的。这里报道的是一种还原自由基共轭加成，它允许通过钴/铱催化活化烷基溴来形成烷基自由基。所开发的条件在所呈现的广泛底物范围内得到强调，包括苄基卤化物和含有游离醇、硅烷和氯化物的卤化物。
• Condensed heterocyclic compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05273974A1

  公开（公告）日：1993-12-28

  A condensed heterocyclic derivative of the formula (I): ##STR1## wherein X is an oxygen atom, a sulfur atom or R.sup.1 --N< wherein R.sup.1 is a hydrogen atom, a hydrocarbon group which may be substituted or an acyl group which may be substituted; R.sup.2 is a hydrogen atom or a hydrocarbon group which may be substituted; ring A is a benzene ring which may be substituted, k is a whole number of 0 to 3; m is a whole number of 1 to 8; and n is a whole number of 1 to 6, or a pharmaceutically acceptable salt thereof exhibiting high colinesterase inhibitory activity, and a method for producing the same.

  化学式（I）的一种缩合杂环衍生物：##STR1##其中X是氧原子、硫原子或R.sup.1--N<，其中R.sup.1是氢原子、可能被取代的碳氢基团或可能被取代的酰基团；R.sup.2是氢原子或可能被取代的碳氢基团；环A是可能被取代的苯环，k是0到3的整数；m是1到8的整数；n是1到6的整数，或其药学上可接受的盐，具有高胆碱酯酶抑制活性，并提供其制备方法。
• Kinetically guided radical-based synthesis of C(sp ³ )−C(sp ³ ) linkages on DNA
  作者：Jie Wang、Helena Lundberg、Shota Asai、Pedro Martín-Acosta、Jason S. Chen、Stephen Brown、William Farrell、Russell G. Dushin、Christopher J. O’Donnell、Anokha S. Ratnayake、Paul Richardson、Zhiqing Liu、Tian Qin、Donna G. Blackmond、Phil S. Baran

  DOI：10.1073/pnas.1806900115

  日期：2018.7.10

  Combinatorial synthesis via DNA encoded library (DEL) has evolved as a technology of great importance in drug discovery. However, the idiosyncratic aqueous, dilute, DNA-sensitive parameters and infinitesimal scale of this system present new challenges for traditional organic reactions. A detailed protocol aiding the transition from organic reactions to reactions with DNA-bound molecules was developed using a tactical combination of kinetic analysis and reaction screening. As an example, the venerable Giese addition was applied to forge high-value C−C bonds, including all-carbon quaternary centers, on DNA, representing the first radical-based synthesis in DEL that expands the traditional toolbox beyond pericyclic, carbonyl-based, and two-electron cross-couplings.

  《意义》 通过DNA编码库（DEL）进行组合合成已经发展成为药物发现中非常重要的技术。然而，这个系统独特的水性、稀释、对DNA敏感的参数以及微不足道的规模给传统有机反应带来了新的挑战。通过运用动力学分析和反应筛选的战术组合，开发了一份详细的方案，帮助从有机反应过渡到与DNA结合分子的反应。例如，这里应用了令人尊敬的Giese加成反应，用于在DNA上锻造高价值的C−C键，包括全碳季铵中心，代表了DEL中第一个基于自由基的合成，将传统工具箱扩展到了除了轮环、羰基为基础和双电子交叉偶联之外的领域。
• 6'-METHOXYRUBANOL-9¹
  作者：MORTON KLEIMAN、SIDNEY WEINHOUSE

  DOI：10.1021/jo01182a012

  日期：1945.11
• Rabe; Kindler; Wagner, Chemische Berichte, 1922, vol. 55, p. 539
  作者：Rabe、Kindler、Wagner

  DOI：——

  日期：——