(2S,6R)-1-Nitroso-2,6-diphenyl-piperidin-4-one | 22188-04-1

• 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,6R)-1-Nitroso-2,6-diphenyl-piperidin-4-one
• 英文别名: (2R,6S)-1-nitroso-2,6-diphenylpiperidin-4-one
• CAS: 22188-04-1
• 化学式: C₁₇H₁₆N₂O₂
• 分子量: 280.326
• InChiKey: SIYQKXVWEFEFFM-CALCHBBNSA-N

物化性质

• 沸点：
  504.7±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,6R)-1-Nitroso-2,6-diphenyl-piperidin-4-one 在 sodium azide 、 硫酸 、 一水合肼 作用下， 以 二氯甲烷 、 二乙二醇 为溶剂， 反应 6.0h， 生成 (2R,6S)-2,6-diphenylpiperidine
  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
• 作为产物：
  描述：

  (2S,6R)-2,6-diphenyl-4-oxopiperidine 在 盐酸 、 sodium nitrite 作用下， 以 氯仿 为溶剂， 生成 (2S,6R)-1-Nitroso-2,6-diphenyl-piperidin-4-one
  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

• Vijayalakshmi; Muthukumar; Ponnuswamy, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2006, vol. 45, # 12, p. 2720 - 2735
  作者：Vijayalakshmi、Muthukumar、Ponnuswamy、Jeyaraman

  DOI：——

  日期：——
• Facile Denitrosation of Cyclic <i>N-</i>Nitrosamines with Hydrazoic Acid
  作者：S. Ponnuswamy、A. Akila、D. Kiruthiga Devi

  DOI：10.1080/00397911.2015.1063654

  日期：2015.9.2

  Abstract A simple and facile method for the denitrosation of cyclic N-nitrosamines using HN3 (concentrated H2SO4 + NaN3) is reported. In this method, limited usage of this reagent does not affect the carbonyl group. GRAPHICAL ABSTRACT

  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
• Conformational study of some N-Nitroso-2r, 6c-diphenylpiperidin-4-one oximes using NMR spectra
  作者：G. Muthukumaran、K. Pandiarajan

  DOI：10.1016/j.molstruc.2018.11.068

  日期：2019.3

  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.