3-Buten-2-one, 4-(4-ethoxyphenyl)- | 37080-10-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-Buten-2-one, 4-(4-ethoxyphenyl)-
• 英文别名: 4-(4-ethoxyphenyl)but-3-en-2-one
• CAS: 37080-10-7
• 化学式: C₁₂H₁₄O₂
• mdl: MFCD00995153
• 分子量: 190.242
• InChiKey: FTVJHMDYEKFKAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  64-65 °C
• 沸点：
  333.2±17.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Buten-2-one, 4-(4-ethoxyphenyl)- 在 2-pyrrolidinone hydrotribromide 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 1.5h， 生成 3-O-[(E)-4-(4-ethoxyphenyl)-2-oxobut-3-en-1-yl]kaempferol
  参考文献：
  名称：

  Synthesis and biological activity of novel tiliroside derivants

  摘要：

  A series of new tiliroside derivatives were synthesized and characterized by analytical H-1 NMR, C-13 NMR and mass spectrometry. All of the compounds were evaluated for anti-diabetic properties in vitro using HepG2 cells. Compounds 3c, 3d, and 3i-l caused significant enhancements in glucose consumption by insulin-resistant HepG2 cells compared with control cells and cells that were exposed to metformin (an anti-diabetic drug). Moreover, compound 3l significantly activated adenosine 5'-monophosphate-activated protein kinase activity and reduced acetyl-CoA carboxylase activity. Thus, the tiliroside derivative 3l offers potential to be developed as a new approach for treating type II diabetes. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.059
• 作为产物：
  描述：

  4-乙氧基苯甲醛 、 丙酮 在 sodium hydroxide 作用下， 生成 3-Buten-2-one, 4-(4-ethoxyphenyl)-
  参考文献：
  名称：

  Synthesis and biological activity of novel tiliroside derivants

  摘要：

  A series of new tiliroside derivatives were synthesized and characterized by analytical H-1 NMR, C-13 NMR and mass spectrometry. All of the compounds were evaluated for anti-diabetic properties in vitro using HepG2 cells. Compounds 3c, 3d, and 3i-l caused significant enhancements in glucose consumption by insulin-resistant HepG2 cells compared with control cells and cells that were exposed to metformin (an anti-diabetic drug). Moreover, compound 3l significantly activated adenosine 5'-monophosphate-activated protein kinase activity and reduced acetyl-CoA carboxylase activity. Thus, the tiliroside derivative 3l offers potential to be developed as a new approach for treating type II diabetes. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.059

文献信息

• Solvent Dependent Divergent Reactivity of Electron‐Rich Dienones with and without Visible Light: Access to Cyclopropanated Furans and Butenolides
  作者：Jayanta Saha、Indrajit Das

  DOI：10.1002/adsc.201901273

  日期：2020.2.6

  hexafluoroisopropanol (HFIP) as an additive promotes intramolecular radical cascade cyclization to afford cyclopropanated furans. Molecular dioxygen in the air serves as a redox catalyst in this reaction which is proposed to proceed through a radical cation intermediate generated by single‐electron transfer (SET) from a phototransient dienone to oxygen. By changing the solvent from isopropanol to HFIP

  在环境条件下，使用六氟异丙醇（HFIP）作为添加剂，可在异丙醇溶剂中对富电子二烯酮进行可见光激发，从而促进分子内自由基级联环化，生成环丙烷化呋喃。空气中的分子双氧在该反应中充当氧化还原催化剂，该反应被提议通过由光瞬变二烯酮到氧的单电子转移（SET）产生的自由基阳离子中间体进行。通过将溶剂从异丙醇更改为HFIP，通过涉及E → Z的离子级联环化，可独家形成取代的丁烯内酯异构化/内酯化/硫醇盐加成。假设HFIP充当介质，氢键供体催化剂以及路易斯酸的替代物。即使在不存在光的情况下也可以进行该反应，并且不需要催化剂或试剂。
• NBS-mediated elimination of β-keto sulfides to access enones and dienones
  作者：Ruinan Zhang、Siwei Huang、Zhenbo Gao

  DOI：10.1039/d2ob02135h

  日期：——

  A novel transformation of β-keto sulfides into enones has been achieved through an NBS-mediated approach obtaining 36 examples in moderate to excellent yields.

  通过NBS介导的方法，将β-酮磺醚转化为烯酮，获得了36个样品，收率在中等到优良之间。
• Synthesis and biological activity of novel tiliroside derivants
  作者：Nan Qin、Chun-Bao Li、Mei-Na Jin、Li-Huan Shi、Hong-Quan Duan、Wen-Yan Niu

  DOI：10.1016/j.ejmech.2011.07.059

  日期：2011.10

  A series of new tiliroside derivatives were synthesized and characterized by analytical H-1 NMR, C-13 NMR and mass spectrometry. All of the compounds were evaluated for anti-diabetic properties in vitro using HepG2 cells. Compounds 3c, 3d, and 3i-l caused significant enhancements in glucose consumption by insulin-resistant HepG2 cells compared with control cells and cells that were exposed to metformin (an anti-diabetic drug). Moreover, compound 3l significantly activated adenosine 5'-monophosphate-activated protein kinase activity and reduced acetyl-CoA carboxylase activity. Thus, the tiliroside derivative 3l offers potential to be developed as a new approach for treating type II diabetes. (C) 2011 Elsevier Masson SAS. All rights reserved.