3-(thiophen-2-yl)pent-2-enal | 1071780-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(thiophen-2-yl)pent-2-enal
• CAS: 1071780-46-5
• 化学式: C₉H₁₀OS
• 分子量: 166.244
• InChiKey: MFYCHSJFVHYRHA-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  对硝基肉桂醛 、 3-(thiophen-2-yl)pent-2-enal 在 L-脯氨酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以25%的产率得到5-methyl-6-(nitrophenyl)-4-(thiophen-2-yl)cyclohexa-1,3-dienecarbaldehyde
  参考文献：
  名称：

  Synthesis and cellular effects of cycloterpenals: Cyclohexadienal-based activators of neurite outgrowth

  摘要：

  An unusual class of diterpenoid natural products, 'cycloterpenals' ( with a central cyclohexadienal core), that arise in nature by condensation of retinoids and other isoprenes, have been isolated from a variety of organisms including marine sponges as well as from the human eye. A milk whey protein has also demonstrated the formation of a cycloterpenal derived from beta-ionylidineacetaldehyde. Here, we generate a synthetic library of these molecules where we detail reaction conditions required to effect cross condensation of alpha,beta-unsaturated aldehydes as opposed to homodimerization. The ability of this class of molecules to activate neurite outgrowth activity is reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.030