1,6-diphenylpiperidin-2-one | 720712-09-4

• 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: 1,6-diphenylpiperidin-2-one
• 英文别名: 1,6-Diphenyl-2-piperidone
• CAS: 720712-09-4
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: GBAXHSMNZFTTIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 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：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,6-diphenylpiperidin-2-one 在 potassium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 1,6-Diphenyl-5,6-dihydropyrid-2-on
  参考文献：
  名称：

  Fuwa, Haruhiko; Kaneko, Akane; Sugimoto, Yasuaki, Heterocycles, 2006, vol. 70, p. 101 - 106

  摘要：

  DOI：
• 作为产物：
  描述：

  N-phenylglutarimide 在 palladium on activated charcoal 四(三苯基膦)钯 、 氢气 、 caesium carbonate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， -78.0~20.0 ℃ 、800.0 kPa 条件下， 生成 1,6-diphenylpiperidin-2-one
  参考文献：
  名称：

  Fuwa, Haruhiko; Kaneko, Akane; Sugimoto, Yasuaki, Heterocycles, 2006, vol. 70, p. 101 - 106

  摘要：

  DOI：

文献信息

• Lactam derivatives
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04839360A1

  公开（公告）日：1989-06-13

  There is disclosed a lactam derivative of the formula: ##STR1## wherein R.sup.1 is a substituted or unsubstituted phenyl group; R.sup.2 is a substituted or unsubstituted phenyl group, a cycloalkyl group or a nitrogen-containing 6-membered heterocyclic group; Z is oxygen atom or sulfur atom; and n is an integer of 2 or 3, and a salt thereof. The above lactam derivative is novel and useful as a pharmaceutical compound.

  公开了一种公式为：##STR1## 的内酰胺衍生物，其中R.sup.1是取代或未取代的苯基；R.sup.2是取代或未取代的苯基、环烷基或含氮的6元杂环基；Z是氧原子或硫原子；n是2或3的整数，以及其盐。上述内酰胺衍生物是一种新颖且作为药物化合物有用的。
• One-Pot, Tandem Reductive Amination/Alkylation–Cycloamidation for Lactam Synthesis from Keto or Amino Acids
  作者：P. Veeraraghavan Ramachandran、Shivani Choudhary

  DOI：10.1021/acs.joc.3c01126

  日期：2023.11.17

  Monotrifluoroacetoxyborane-amines, prepared by treating borane-amines with trifluoroacetic acid, have been shown to be efficient reagents for a one-pot, tandem reductive amination/alkylation–cycloamidation of keto or amino acids to achieve the synthesis of 5-aryl or 5-methyl pyrrolidin-2-ones and 6-aryl or 6-methyl piperidin-2-ones.

  通过用三氟乙酸处理硼烷胺制备的单三氟乙酰氧基硼烷胺已被证明是酮或氨基酸的一锅串联还原胺化/烷基化-环酰胺化以实现 5-芳基或 5- 合成的有效试剂。甲基吡咯烷-2-酮和6-芳基或6-甲基哌啶-2-酮。
• Lactam derivatives, processes for the preparation thereof, pharmaceutical compositions comprising the same, and the use of such derivatives for the manufacture of a medicament having valuable therapeutic properties
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0270093A2

  公开（公告）日：1988-06-08

  There are disclosed a lactam derivative of the formula: wherein R1 is a substituted or unsubstituted phenyl group; R2 is a substituted or unsubstituted phenyl group, a cycloalkyl group or a nitrogen-containing 6-membered heterocyclic group; Z is oxygen atom or sulfur atom; and n is an integer of 2 or 3, and a salt thereof, and a preparation thereof. The above lactam derivative is novel and useful as a pharmaceutical compound. Accordingly, pharmaceutical preparations are also provided, together with the use of such derivatives for the manufacture of a medicament having valuable therapeutic properties.

  公开了一种内酰胺衍生物，其式如下 其中 R1 是取代或未取代的苯基；R2 是取代或未取代的苯基、环烷基或含氮 6 元杂环基团；Z 是氧原子或硫原子；n 是 2 或 3 的整数，及其盐和制剂。 上述内酰胺衍生物具有新颖性，可用作药物化合物。因此，还提供了药物制剂，以及使用此类衍生物制造具有重要治疗特性的药物的方法。
• Stereoselectivity in reactions of atropisomeric lactams and imides
  作者：D.Jonathan Bennett、Alexander J Blake、Paul A Cooke、Christopher R.A Godfrey、Paula L Pickering、Nigel S Simpkins、Matthew D Walker、Claire Wilson

  DOI：10.1016/j.tet.2004.01.100

  日期：2004.5

  A range of reactions of cyclic lactam systems is described in which an atropisomeric C-N axis controls the stereochemical outcome of ring substitution or addition. In the case of enantiopure menthol adducts, substitution via N-acyliminium intermediates occurred with essentially complete control. However, the range of nucleophiles that participate in the reaction is very limited and at present the removal of the N-aryl substituent is problematic. A six-membered enamide is of moderate configurational stability and the axis exerts synthetically useful levels of control over enolate alkylations of the system. A novel Lewis acid mediated enamide arylation process was identified. (C) 2004 Elsevier Ltd. All rights reserved.
• Electrophilic intramolecular cyclization of functional dervatives of unsaturated compounds: VII. Synthesis of 5-arylsulfanyl-6-phenylpiperidin-2-ones in the absence of salt additives and their selective reduction and oxidation
  作者：N. M. Tsizorik、A. I. Vas’kevich、R. I. Vas’kevich、M. V. Vovk

  DOI：10.1134/s1070428015020165

  日期：2015.2

  Cinnamylacetamides reacted with arylsulfenyl chlorides in chloroform in the absence of LiClO4 affording 5-(arylsulfanyl)-6-phenylpiperidin-2-ones. Their reduction with a system LiAlH4-AlCl3 resulted in 3-(tolylsulfanyl)-1,2-diphenylpiperidine, and with Raney nickel, in 1-aryl-6-phenylpiperidin-2-ones. The latter treated with LiAlH4-AlCl3 were converted into 1-aryl-2-phenyl-piperidines. The oxidation of 5-(arylsulfanyl)-6-phenylpiperidin-2-ones with hydrogen peroxide in acetone led to the formation of 5-sulfinyl-, and with oxone, to 5-sulfonyl derivatives.