r-2,c-6-diphenyl-3,3-dimethylpiperidin-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: r-2,c-6-diphenyl-3,3-dimethylpiperidin-4-one
• 英文别名: c-3,t-3-Dimethyl-r-2,c-6-diphenylpiperidin-4-one；(2R,6R)-3,3-dimethyl-2,6-diphenylpiperidin-4-one
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: KAQZFNPISBWWTB-SJLPKXTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 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：

  r-2,c-6-diphenyl-3,3-dimethylpiperidin-4-one 在 高氯酸 、 chloroamine-T 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 (2S,5R,6R)-5-Chloro-3,3-dimethyl-2,6-diphenyl-piperidin-4-one
  参考文献：
  名称：

  Selvaraj; Venkateswaran, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 2, p. 101 - 107

  摘要：

  DOI：
• 作为产物：
  描述：

  N-nitroso-3,3-dimethyl-2,6-diphenylpiperidin-4-one 在 sodium azide 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以75%的产率得到r-2,c-6-diphenyl-3,3-dimethylpiperidin-4-one
  参考文献：
  名称：

  用偶氮酸轻松脱硝化环 N-亚硝胺

  摘要：

  摘要 报道了一种使用 HN3（浓 H2SO4 + NaN3）对环状 N-亚硝胺进行脱亚硝基的简单易行的方法。在该方法中，该试剂的有限使用不会影响羰基。图形概要

  DOI：

  10.1080/00397911.2015.1063654

文献信息

• Conformational analysis of 2,6-diarylpiperidin-4-one hydrazones by X-ray diffraction and NMR spectroscopy
  作者：C. Sankar、S. Umamatheswari、K. Pandiarajan

  DOI：10.1016/j.molstruc.2014.10.015

  日期：2015.3

  derived from the condensation of 3t-alkyl-2r,6c-diarylpiperidin-4-ones with isoniazid (INH) is reported. Newly synthesized compounds have been characterized by using elemental analysis, IR, 1H, 13C and 2D NMR spectral analysis. Moreover, representative crystal structure of 3,3-dimethyl-2r,6c-diarylpiperidin-4-one N-isonicotinoylhydrazone has been determined by X-ray diffraction analysis. NMR data revealed

  摘要 由 3t-烷基-2r,6c-diarylpiperidin-4-ones 与异烟肼 (INH) 缩合得到的一系列新的 3t-烷基-2r,6c-diarylpiperidin-4-one N-异烟酰腙 (12-22) 是报道。新合成的化合物已通过元素分析、IR、1H、13C 和 2D NMR 光谱分析进行了表征。此外，3,3-二甲基-2r,6c-diarylpiperidin-4-one N-异烟酰腙的代表性晶体结构已通过 X 射线衍射分析确定。核磁共振数据显示，在所有情况下都形成了两种几何异构体（E 和 Z），并且哌啶环采用椅子构象。而在固态下，化合物在 CN 键周围具有 E 构型。这些结论也得到了化合物 16 的 X 射线数据的证实。
• Conformational Study of N-Nitroso-2,6-diphenylpiperidines and N-Nitroso-2,6-diphenylpiperidin-4-ones by Molecular Mechanics Calculations, X-ray Crystallography, and 1H and 13C NMR Spectroscopy
  作者：Maria Gdaniec、Maria J. Milewska、Tadeusz Po-lonski

  DOI：10.1021/jo00128a011

  日期：1995.11

  Molecular geometries of several N-nitroso-2,6-diphenylpiperidines and N-nitroso-2,6-diphenylpiperidin-4-ones were calculated by the molecular mechanics (MM2) method with added parameters for the N-nitroso group and by X-ray crystallography and H-1 and C-13 NMR. We found that these molecules adopt either a chair conformation with two phenyl groups at the axial positions or a distorted boat-like conformation. Contrary to the earlier literature suggestions, a diequatorial chair conformer is destabilized by the A((1,3)) Strain resulting from a steric interference of the planar NNO moiety with the neighboring equatorial substituents. The X-ray crystal structures showed diaxial orientation of the phenyls in two compounds, assuming the chair conformations and boat-like piperidine ring geometry in three other nitrosamines. The H-1 and C-13 NMR spectra exhibited similar conformational preferences in solution to that predicted by the MM2 calculations. Most of the compounds derived from the symmetrically substituted amines appeared to be almost conformationally homogeneous, whereas the conformational equilibria of unsymmetrically substituted nitrosamines are rather complex.
• The Preparation of Some Piperidine Derivatives by the Mannich Reaction
  作者：C. R. Noller、V. Baliah

  DOI：10.1021/ja01191a092

  日期：1948.11
• Jeyaraman; Thenmozhiyal; Murugadoss, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 3, p. 325 - 336
  作者：Jeyaraman、Thenmozhiyal、Murugadoss、Venkatraj

  DOI：——

  日期：——
• Ponnuswamy; Venkatraj; Jeyaraman, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 614 - 627
  作者：Ponnuswamy、Venkatraj、Jeyaraman、Sureshkumar、Kumaran、Ponnuswamy

  DOI：——

  日期：——