methyl (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)propenoate | 138613-42-0

• 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: methyl (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)propenoate
• 英文别名: methyl (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)prop-2-enoate
• CAS: 138613-42-0
• 化学式: C₁₄H₁₈O₅
• 分子量: 266.294
• InChiKey: PTPVJITXFRYPMW-RMKNXTFCSA-N

物化性质

• 沸点：
  378.2±37.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)propenoate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)acrylic acid
  参考文献：
  名称：

  A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important insect pheromones

  摘要：

  An efficient one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis-Hillman adducts, 3-hydroxy-2-methylencalkanoates, with Al-NiCl2-6H(2)O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important insect pheromones, (4S,2E)-2,4-dimethyl-2-hexenoic acid, (+)-(S)-manicone and (+)-(S)-normanicone. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.014
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 在 硫酸 、 三乙胺 作用下， 反应 72.0h， 生成 methyl (E)-2-methyl-3-(3,4,5-trimethoxyphenyl)propenoate
  参考文献：
  名称：

  Krauss, Adrian S.; Taylor, Walter C., Australian Journal of Chemistry, 1991, vol. 44, # 9, p. 1335 - 1340

  摘要：

  DOI：

文献信息

• A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important insect pheromones
  作者：Biswanath Das、Nikhil Chowdhury、Joydeep Banerjee、Anjoy Majhi

  DOI：10.1016/j.tetlet.2006.07.014

  日期：2006.9

  An efficient one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis-Hillman adducts, 3-hydroxy-2-methylencalkanoates, with Al-NiCl2-6H(2)O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important insect pheromones, (4S,2E)-2,4-dimethyl-2-hexenoic acid, (+)-(S)-manicone and (+)-(S)-normanicone. (c) 2006 Elsevier Ltd. All rights reserved.
• Krauss, Adrian S.; Taylor, Walter C., Australian Journal of Chemistry, 1991, vol. 44, # 9, p. 1335 - 1340
  作者：Krauss, Adrian S.、Taylor, Walter C.

  DOI：——

  日期：——