r-2,c-6-diphenyl-t-3,t-5-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-t-3,t-5-dimethylpiperidin-4-one
• 英文别名: t-3,t-5-Dimethyl-r-2,c-6-diphenylpiperidin-4-one；(2S,3R,5S,6R)-3,5-dimethyl-2,6-diphenylpiperidin-4-one
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: KRIROHZWSALYAG-PURYLZLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 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-t-3,t-5-dimethylpiperidin-4-one 在 甲醇 作用下， 生成 (+-)-N-(2r,4c-dimethyl-3-oxo-1,5ξ-diphenyl-cyclopent-ξ-yl)-N-methyl-acetamide(?)
  参考文献：
  名称：

  Thiel; Deissner, Justus Liebigs Annalen der Chemie, 1959, vol. 622, p. 98,105

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-dimethyl-2,6-diphenyl-piperidin-4-one oxime 在 sodium hydrogen sulfate 、 硫酸 、 thallium(III) acetate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 24.0h， 生成 r-2,c-6-diphenyl-t-3,t-5-dimethylpiperidin-4-one
  参考文献：
  名称：

  Daniel Yesudian; Christopher Newton Benny; Ananthakrishna Nadar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 8, p. 675 - 678

  摘要：

  DOI：

文献信息

• Baliah; Ekambaram, Journal of the Indian Chemical Society, 1955, vol. 32, p. 274,276,277
  作者：Baliah、Ekambaram

  DOI：——

  日期：——
• 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
• BF3·SiO2 is a simple and efficient Lewis acid catalyst for the one-pot synthesis of polyfunctionalized piperidin-4-ones
  作者：Someshwar D. Dindulkar、Paramasivam Parthiban、Yeon Tae Jeong

  DOI：10.1007/s00706-011-0576-5

  日期：2012.1

  A range of Lewis acid catalysts were used for a series of one-pot multi-component reactions. Of them, silica-supported boron trifluoride (BF3 center dot SiO2) was found to be an effective catalyst for the promotion of the modified Mannich condensation of ketones, aldehydes, and ammonium acetate in 1:2:1 molar ratio to afford 3,5-dialkyl-2,6-diarylpiperidin-4-ones in high yields of 80-92%. Also this simple, easily prepared, and reusable catalyst executed the condensation very effectively in a significantly shorter reaction duration (about 1-4 h) than the conventional method, which requires 1 day or more and involves a tedious work-up procedure. Further, this protocol ensures the stereospecificity; accordingly, all the synthesized piperidones adopted a chair conformation with an equatorial orientation of all substituents at C-2, C-3, C-5, and C-6.
• ——
  作者：S. Z. Vatsadze、Yu. V. Krainova、M. A. Kovalkina、N. V. Zyk

  DOI：10.1023/a:1002820816850

  日期：——
• A piperidinium triflate catalyzed Biginelli reaction
  作者：Chennan Ramalingan、Su-Jung Park、In-Sook Lee、Young-Woo Kwak

  DOI：10.1016/j.tet.2010.02.067

  日期：2010.4

  A piperidinium triflate, 1,1,3,5-tetramethyl-4-oxo-2,6-diphenylpiperidinium triflate, in acetonitrile efficiently catalyzes one synthetic operational construction of biopertinent hydropyrimidines from respective aldehyde, beta-dicarbonyl, and urea/thiourea building blocks. (C) 2010 Elsevier Ltd. All rights reserved.