(2S,3R,6R)-2,6-diphenyl-3-propan-2-ylpiperidin-4-one

• 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: (2S,3R,6R)-2,6-diphenyl-3-propan-2-ylpiperidin-4-one
• 化学式: C₂₀H₂₃NO
• 分子量: 293.409
• InChiKey: LXVGVXNRKSJPEM-YZGWKJHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,3R,6R)-2,6-diphenyl-3-propan-2-ylpiperidin-4-one 在 盐酸 、 盐酸羟胺 、 sodium acetate trihydrate 、 sodium nitrite 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 0.25h， 生成 t(3)-isopropyl-N-nitroso-r(2),c(6)-diphenylpiperidin-4-oneoxime
  参考文献：
  名称：

  使用 NMR 光谱对一些 N-Nitroso-2r、6c-二苯基哌啶-4-酮肟的构象研究

  摘要：

  Stereochemistry of N-nitroso-2r,6c-diphenylpiperidin-4-one oxime (1), N nitroso-3t-methyl-2r,6c-diphenylpiperidin-4-one oxime (2), N nitroso-3t-isopropyl-2r,6c-diphenylpiperidin-4-one oxime (3), N- nitroso-3t-ethyl-2r,6c-diphenylpiperidin-4-one oxime (4) has been studied using H-1, C-13 and twodimensional NMR spectra. Analysis of the spectral data shows that in 2, 3 and 4 the NOH group is anti to the alkyl group at C-3. All the four compounds seem to exist largely in boat conformations with one phenyl group in the flagpole position. Analysis on the reported spectral data on N nitroso-2r,6c-diphenylpiperidin-4-ones suggests that these compounds also largely exist in boat conformations with one phenyl group in the flagpole position. Chair conformation with axial phenyl groups may contribute to some extent. The relative populations of the boat and chair conformations have been supported by the observed NOEs in their NOESY spectra. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2018.11.068

文献信息

• Synthesis, structural characterization and antimicrobial evaluation of some novel piperidin-4-one oxime esters
  作者：Gokula Krishnan、R. Sivakumar、V. Thanikachalam

  DOI：10.2298/jsc141113037k

  日期：——

  Fifteen novel biologically active piperidin-4-one oxime esters (8-22) have been synthesized with good yields. These compounds were prepared from in-situ activated carboxylic acids using POCl3 and pyridine with piperidin-4- one oximes. The structure of the title compounds were elucidated on the basis of FT-IR, NMR (1D and 2D) and mass spectral analyses. The single crystal XRD study of compounds 12 and 20 were the further evidence for the proposed structure unambiguously. All the synthesized compounds were tested for in vitro antibacterial and antifungal activities. Many of these derivatives exhibited good activity against Bacillus subtilis, Pseudomonas aeruginosa, Escherichia coli, Trigoderma veride and Aspergillus flavus.

  十五种具有生物活性的新型哌啶-4-酮肟酯类（8-22） 以良好的收率合成。这些化合物是由原位 使用 POCl3 和吡啶与哌啶-4-一 肟。这些标题化合物的结构是根据 傅立叶变换红外光谱、核磁共振（一维和二维）和质谱分析阐明了标题化合物的结构。单晶 XRD 的单晶 XRD 研究进一步证明了所提出的 结构。对所有合成的化合物进行了体外抗菌和抑菌测试。 体外抗菌和抗真菌活性。其中许多衍生物 对枯草芽孢杆菌、铜绿假单胞菌、大肠杆菌、曲霉菌、痢疾杆菌、痢疾杆菌等具有良好的活性、 大肠杆菌、疣状毛霉和黄曲霉具有良好的活性。