5-phenyl-pent-2-en-4-ynoic acid tert-butyl ester | 1041003-14-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-phenyl-pent-2-en-4-ynoic acid tert-butyl ester
• 英文别名: 1,1-Dimethylethyl (2E)-5-phenyl-2-penten-4-ynoate；tert-butyl (E)-5-phenylpent-2-en-4-ynoate
• CAS: 1041003-14-8
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: UEMKYYWFEZMPHD-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙烯酸叔丁酯 、 (E)-1,2-diiodostyrene 在 hydroxyapatite-supported palladium(II) complex N-甲基吗啉 、 potassium carbonate 作用下， 反应 7.0h， 以72%的产率得到5-phenyl-pent-2-en-4-ynoic acid tert-butyl ester
  参考文献：
  名称：

  Hydroxyapatite-Supported Palladium-Catalyzed Efficient Synthesis of (E)-2-Alkene-4-ynecarboxylic Esters. Intense Fluorescene Emission of Selected Compounds

  摘要：

  A simple procedure for the synthesis of substituted (E)-2-alkene-4-ynecarboxylic esters has been achieved using hydroxyapatite-supported palladium as efficient catalyst surface. The catalyst is recycled, and the turnover number (TON) based on Pd is 16000. A naphthyl-substituted derivative gives very intense fluorescence emission.

  DOI：

  10.1021/jo800209z

文献信息

• Expeditious enyne construction from alkynes via oxidative Pd(II)-catalyzed Heck-type coupling
  作者：Victor Hadi、Kyung Soo Yoo、Min Jeong、Kyung Woon Jung

  DOI：10.1016/j.tetlet.2009.02.217

  日期：2009.5

  The enyne, ubiquitous in natural products, can be a challenge to generate since these moieties require many synthetic transformations to assemble them. We developed a simpler protocol to construct enynes while we found that this oxidative reaction was tolerant in substrate scope. in addition, the utility of this reaction was demonstrated through the attempt in synthesizing antifungal agent Lamisil (TM). (C) 2009 Elsevier Ltd. All rights reserved.
• Hydroxyapatite-Supported Palladium-Catalyzed Efficient Synthesis of (<i>E</i>)-2-Alkene-4-ynecarboxylic Esters. Intense Fluorescene Emission of Selected Compounds
  作者：Brindaban C. Ranu、Laksmikanta Adak、Kalicharan Chattopadhyay

  DOI：10.1021/jo800209z

  日期：2008.7.1

  A simple procedure for the synthesis of substituted (E)-2-alkene-4-ynecarboxylic esters has been achieved using hydroxyapatite-supported palladium as efficient catalyst surface. The catalyst is recycled, and the turnover number (TON) based on Pd is 16000. A naphthyl-substituted derivative gives very intense fluorescence emission.