1-Benzyl-3,3-dimethyl-5-(tributyl-lambda5-phosphanylidene)piperidin-4-one | 1159587-01-5

• 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-Benzyl-3,3-dimethyl-5-(tributyl-lambda5-phosphanylidene)piperidin-4-one
• 英文别名: 1-benzyl-3,3-dimethyl-5-(tributyl-λ5-phosphanylidene)piperidin-4-one
• CAS: 1159587-01-5
• 化学式: C₂₆H₄₄NOP
• 分子量: 417.615
• InChiKey: BATWZPNNVWUWMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzyl-3,3-dimethyl-5-(tributyl-lambda5-phosphanylidene)piperidin-4-one 、 对硝基苯甲醛 以 甲苯 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成 1-benzyl-3,3-dimethyl-5-[1-(4-nitro-phenyl)-methylidene]-piperidin-4-one
  参考文献：
  名称：

  Synthesis of 3-alkylidene-piperidin-4-ones via one-pot cascade transylidation–olefination

  摘要：

  3-Alkylidene-piperidin-4-ones with diverse C-5 Substitution patterns are synthesized via a one-pot cascade transylidation-olefination sequence. Tributyl phosphorus ylides show distinct higher reactivity as compared to triphenyl analogs. t-Butanol is the solvent of choice for transylidation, while the Wittig olefination of aliphatic aldehydes requires MeCN as the solvent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.023
• 作为产物：
  描述：

  (2-(benzyl(3-methoxy-2,2-dimethyl-3-oxopropyl)amino)ethyl)tributylphosphonium bromide 在 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以100%的产率得到1-Benzyl-3,3-dimethyl-5-(tributyl-lambda5-phosphanylidene)piperidin-4-one
  参考文献：
  名称：

  Synthesis of 3-alkylidene-piperidin-4-ones via one-pot cascade transylidation–olefination

  摘要：

  3-Alkylidene-piperidin-4-ones with diverse C-5 Substitution patterns are synthesized via a one-pot cascade transylidation-olefination sequence. Tributyl phosphorus ylides show distinct higher reactivity as compared to triphenyl analogs. t-Butanol is the solvent of choice for transylidation, while the Wittig olefination of aliphatic aldehydes requires MeCN as the solvent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.023

文献信息

• Synthesis of 3-alkylidene-piperidin-4-ones via one-pot cascade transylidation–olefination
  作者：Bing Wang

  DOI：10.1016/j.tetlet.2009.03.023

  日期：2009.5

  3-Alkylidene-piperidin-4-ones with diverse C-5 Substitution patterns are synthesized via a one-pot cascade transylidation-olefination sequence. Tributyl phosphorus ylides show distinct higher reactivity as compared to triphenyl analogs. t-Butanol is the solvent of choice for transylidation, while the Wittig olefination of aliphatic aldehydes requires MeCN as the solvent. (C) 2009 Elsevier Ltd. All rights reserved.