2,6-Bis(furan-2-yl)-3-methylpiperidin-4-one | 498531-47-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,6-Bis(furan-2-yl)-3-methylpiperidin-4-one
• CAS: 498531-47-8
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: ODBXCYFSKSAVDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-Bis(furan-2-yl)-3-methylpiperidin-4-one 在 盐酸羟胺 、 sodium acetate 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 生成 N-nitroso-3-methyl-2,6-di-2-furylpiperidin-4-one oxime
  参考文献：
  名称：

  Synthesis, spectral, theoretical, and antimicrobial screening of some heterocyclic oximes

  摘要：

  In a wide research program toward new and efficient antimicrobial agents, a series of substituted N-nitroso-3-alkyl piperidone oximes were synthesized and their antibacterial activity against Staphylococcus aureus, Pseudomonas aerugonisa, Escherichia coli, and Klbesiella pneumoniae and antifungal activity against Aspergillus niger, Aspergillus flavus, and Rhizopus were evaluated. Their structure and stereochemistry were characterized by high-resolution H-1 NMR, mass and elemental analysis. The spectra of all N-nitroso oximes reveal the presence of two isomers labeled as E (-NOH group is anti to N-N=O moiety) and Z (-NOH group is syn to N-N=O moiety) in solution and the coupling constants ruled out the possibility of normal chair conformation. From the theoretical studies and coupling constant values, it was found that all N-nitroso oximes exist as an equilibrium mixture of CA boat conformation (B (1)) and the major isomer was found to be E isomer. The molecular structure of N-nitroso oximes were also determined by semiempirical and Gaussian-03 calculation and the results are in agreement with the experimental studies.

  DOI：

  10.1007/s00044-010-9427-x
• 作为产物：
  描述：

  糠醛 、 丁酮 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 生成 2,6-Bis(furan-2-yl)-3-methylpiperidin-4-one
  参考文献：
  名称：

  新型 (4Z)-4-{2-[氨基(羟基)甲基]亚肼基}-2,6-二(呋喃-2-基)-3-甲基哌啶-1 的共价相互作用、溶剂效应、电化学和光谱表征-ol衍生物-抗微生物活性研究

  摘要：

  在这项研究中，合成了 (4Z)-4-{2-[氨基（羟基）甲基]亚肼基}-2,6-二（呋喃-2-基）-3 甲基哌啶-1-醇 [AHMH-DFMP] ，使用光谱和 DFT 分析表征，并评估其抗菌活性。在这种合成材料上，利用具有 6-311++(d,p) 基组的 B3LYP 能级密度泛函理论 (DFT) 进行了光谱研究的理论计算。循环伏安法用于测定生成的杂环化合物的电化学性质。伏安曲线的形状及其峰值电位实际上是化合物电化学还原的指纹。基于元素分析、红外、质谱和 NMR 光谱与 DFT，得出产品的结构归属。在大院' 在较高的激发态（TD-DFT 方法）下，研究了极性和非极性溶剂对紫外-可见吸收的影响。使用 AIM、LOL 和 ELF 的拓扑特征对分子的电子结构进行了广泛研究。此外，MEP、FMO、NLO、Fukui 函数和 NBO 在这项工作中针对合成化合物的反应性和生物学需求进行了计算。使用纸片

  DOI：

  10.1016/j.molliq.2023.121272

文献信息

• Synthesis, spectral, theoretical, and antimicrobial screening of some heterocyclic oximes
  作者：Jayaraman Jayabharathi、Annamalai Manimekalai、Manoharan Padmavathy

  DOI：10.1007/s00044-010-9427-x

  日期：2011.9

  In a wide research program toward new and efficient antimicrobial agents, a series of substituted N-nitroso-3-alkyl piperidone oximes were synthesized and their antibacterial activity against Staphylococcus aureus, Pseudomonas aerugonisa, Escherichia coli, and Klbesiella pneumoniae and antifungal activity against Aspergillus niger, Aspergillus flavus, and Rhizopus were evaluated. Their structure and stereochemistry were characterized by high-resolution H-1 NMR, mass and elemental analysis. The spectra of all N-nitroso oximes reveal the presence of two isomers labeled as E (-NOH group is anti to N-N=O moiety) and Z (-NOH group is syn to N-N=O moiety) in solution and the coupling constants ruled out the possibility of normal chair conformation. From the theoretical studies and coupling constant values, it was found that all N-nitroso oximes exist as an equilibrium mixture of CA boat conformation (B (1)) and the major isomer was found to be E isomer. The molecular structure of N-nitroso oximes were also determined by semiempirical and Gaussian-03 calculation and the results are in agreement with the experimental studies.
• Covalent interaction, solvent effects, electrochemical, and spectroscopic characterization of novel (4Z)-4-{2-[amino(hydroxy)methyl]hydrazinylidene}-2,6-di(furan-2-yl)-3-methylpiperidin-1-ol derivative- anti-microbial activity study
  作者：N. Sheeja、G. Baskar、M. Thirunavukkarasu、S. Muthu

  DOI：10.1016/j.molliq.2023.121272

  日期：2023.3

  In this study, the (4Z)-4-2-[amino(hydroxy)methyl]hydrazinylidene}-2,6-di(furan-2-yl)-3 methylpiperidin-1-ol [AHMH-DFMP] was synthesized, characterized using spectroscopic and DFT analyses, and its antimicrobial activity was assessed. On this synthesized material, theoretical computations with spectroscopy studies have been carried out utilizing B3LYP level density functional theory (DFT) with a 6-311++(d

  在这项研究中，合成了 (4Z)-4-2-[氨基（羟基）甲基]亚肼基}-2,6-二（呋喃-2-基）-3 甲基哌啶-1-醇 [AHMH-DFMP] ，使用光谱和 DFT 分析表征，并评估其抗菌活性。在这种合成材料上，利用具有 6-311++(d,p) 基组的 B3LYP 能级密度泛函理论 (DFT) 进行了光谱研究的理论计算。循环伏安法用于测定生成的杂环化合物的电化学性质。伏安曲线的形状及其峰值电位实际上是化合物电化学还原的指纹。基于元素分析、红外、质谱和 NMR 光谱与 DFT，得出产品的结构归属。在大院' 在较高的激发态（TD-DFT 方法）下，研究了极性和非极性溶剂对紫外-可见吸收的影响。使用 AIM、LOL 和 ELF 的拓扑特征对分子的电子结构进行了广泛研究。此外，MEP、FMO、NLO、Fukui 函数和 NBO 在这项工作中针对合成化合物的反应性和生物学需求进行了计算。使用纸片