1-环戊基-3-苯基-1-丙酮 | 67281-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-环戊基-3-苯基-1-丙酮
• 英文名称: 1-cyclopentyl-3-phenylpropan-1-one
• 英文别名: Cyclopentyl 2-phenethyl ketone
• CAS: 67281-41-8
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: HCCXEUZEGLGPLI-UHFFFAOYSA-N

物化性质

• 沸点：
  309.8±11.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-环戊基-3-苯基-1-丙酮 在 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 6-cyclopentyl-6-phenethyl-dihydro-pyran-2,4-dione
  参考文献：
  名称：

  Identification and structure-based optimization of novel dihydropyrones as potent HCV RNA polymerase inhibitors

  摘要：

  A novel class of non-nucleoside HCV NS5B polymerase inhibitors has been identified from screening. A co-crystal structure revealed an allosteric binding site in the protein that required a unique conformational change to accommodate inhibitor binding. Herein we report the structure-activity relationships (SARs) of this novel class of dihydropyrone-containing compounds that show potent inhibitory activities against the HCV RNA polymerase in biochemical assays.

  DOI：

  10.1016/j.bmcl.2006.06.065
• 作为产物：
  描述：

  (E)-1-cyclopentyl-3-phenylprop-2-en-1-one 生成 1-环戊基-3-苯基-1-丙酮
  参考文献：
  名称：

  Mousseron et al., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1955, vol. 241, p. 602

  摘要：

  DOI：

文献信息

• Hydrogen borrowing catalysis using 1° and 2° alcohols: Investigation and scope leading to α and β branched products
  作者：James R. Frost、Choon Boon Cheong、Wasim M. Akhtar、Dimitri F.J. Caputo、Kirsten E. Christensen、Neil G. Stevenson、Timothy J. Donohoe

  DOI：10.1016/j.tet.2021.132051

  日期：2021.4

  variety of ketones using 1° or 2° alcohols under hydrogen borrowing catalysis is described. Initial research focused on the α-alkylation of cyclopropyl ketones with higher 1° alcohols (i.e. larger than MeOH), leading to the formation of α-branched products. Our search for additional substrates with which to explore this chemistry led us to discover that di-ortho-substituted aryl ketones were also privileged

  描述了在氢借位催化下使用1°或2°醇对各种酮进行的烷基化。最初的研究集中在环丙酮与更高的1°醇（即大于MeOH）的α-烷基化反应上，导致形成α-支化产物。我们通过寻找其他底物来探索这种化学反应，使我们发现，二邻位取代的芳基酮也是特有的支架，其中Ph ∗（C 6 Me 5）酮是最佳选择。进一步的研究表明，该基序对于与2°醇形成β支链产物的烷基化至关重要，这也为研究非对映选择性和分子内氢借入过程提供了机会。
• [EN] INHIBITORS OF HEPATITIS C VIRUS RNA-DEPENDENT RNA POLYMERASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME<br/>[FR] INHIBITEURS DE L'ARN POLYMERASE ARN-DEPENDANTE DU VIRUS DE L'HEPATITE C ET COMPOSITIONS ET TRAITEMENTS UTILISANT CETTE POLYMERASE
  申请人：PFIZER

  公开号：WO2003095441A1

  公开（公告）日：2003-11-20

  Compounds of formula (I) are hepatitis C virus (HCV) RNA-dependent RNA polymerase (RdRp) inhibitors, and are useful in therapeutic and prophylactic treatment of persons infected with hepatitis C virus.

  化合物的化学式（I）是丙型肝炎病毒（HCV）RNA依赖性RNA聚合酶（RdRp）抑制剂，对感染丙型肝炎病毒的人进行治疗和预防性治疗具有用处。
• Radical-Based C−C Bond-Forming Processes Enabled by the Photoexcitation of 4-Alkyl-1,4-dihydropyridines
  作者：Luca Buzzetti、Alexis Prieto、Sudipta Raha Roy、Paolo Melchiorre

  DOI：10.1002/anie.201709571

  日期：2017.11.20

  diode transforms them into strong reducing agents that can activate reagents through single-electron transfer while undergoing homolytic cleavage to generate alkyl radicals. This process was used to trigger radical-based C−C bond-forming processes, including nickel-catalyzed cross-coupling reactions.

  由光驱动：4-烷基-1,4-二氢吡啶1主要理解为处于基态的氢化物源。用紫罗兰色发光二极管激发将其转化为强还原剂，该还原剂可通过单电子转移激活试剂，同时进行均相裂解以生成烷基。此过程用于触发基于自由基的C-C键形成过程，包括镍催化的交叉偶联反应。
• Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis
  作者：Javad Amani、Gary A. Molander

  DOI：10.1021/acs.joc.6b02897

  日期：2017.2.3

  Visible light photoredox/nickel dual catalysis has been employed in the cross-coupling of acyl chlorides with potassium alkyltrifluoroborates. This protocol, based on single-electron-mediated alkyl transfer, circumvents the restriction of using reactive alkylmetallic nucleophiles in transition-metal-catalyzed acylation and achieves a mild and efficient method for the synthesis of unsymmetrical alkyl

  可见光光氧化还原/镍双重催化已用于酰氯与烷基三氟硼酸钾的交叉偶联。该协议基于单电子介导的烷基转移，规避了在过渡金属催化的酰化反应中使用反应性烷基金属亲核试剂的限制，并实现了一种温和而有效的合成不对称烷基酮的方法。用这种方法，已经成功地将各种酰氯与结构不同的烷基三氟硼酸钾偶联，从而以高收率产生了相应的酮。
• INHIBITORS OF HEPATITIS C VIRUS RNA-DEPENDENT RNA POLYMERASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME
  申请人：Gonzalez Javier

  公开号：US20070015764A1

  公开（公告）日：2007-01-18

  The present invention provides compounds of formula (4), and their pharmaceutically acceptable salts and solvates, which are useful as inhibitors of the Hepatitis C virus (HCV) polymerase enzyme and are also useful for the treatment of HCV infections in HCV-infected mammals. The present invention also provides pharmaceutical compositions comprising compounds of formula (4), their pharmaceutically acceptable salts and solvates. Furthermore, the present invention provides intermediate compounds and methods useful in the preparation of compounds of formula (4).

  本发明提供了公式(4)的化合物及其药学上可接受的盐和溶剂，这些化合物可用作丙型肝炎病毒（HCV）聚合酶酶的抑制剂，并且还可用于治疗HCV感染的HCV感染哺乳动物。本发明还提供了包含公式(4)的化合物、其药学上可接受的盐和溶剂的制药组合物。此外，本发明还提供了中间体化合物和制备公式(4)的方法。