ethyl (E)-2-(3,4,5-trimethoxybenzylidene)pent-4-enoate | 502180-37-2

• 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: ethyl (E)-2-(3,4,5-trimethoxybenzylidene)pent-4-enoate
• 英文别名: ethyl (2E)-2-[(3,4,5-trimethoxyphenyl)methylidene]pent-4-enoate
• CAS: 502180-37-2
• 化学式: C₁₇H₂₂O₅
• 分子量: 306.359
• InChiKey: FEGQZWDAILIJFL-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (E)-2-(3,4,5-trimethoxybenzylidene)pent-4-enoate 在 硫酸 作用下， 反应 1.5h， 以91%的产率得到5-Methyl-3-[1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-dihydro-furan-2-one
  参考文献：
  名称：

  Efficient Synthesis of α ‐Benzylidene‐ γ ‐methyl‐ γ ‐butyrolactones

  摘要：

  A concise synthesis of alpha-benzylidene-gamma-methyl-gamma-butylolactones 5a-g from substituted benzaldehydes is described. Compounds la-g on reaction with phosphorane 2, provide the pentenoates 3a-g, which can be hydrolyzed to the acids 4a-g. The latter are cyclized to the corresponding butyrolactones 5a-g in excellent yields. The pentenoates 3a-g, on acid catalyzed cyclization, also provide 5a-g in very high yields.

  DOI：

  10.1002/1522-2675(200210)85:10<3525::aid-hlca3525>3.0.co;2-#
• 作为产物：
  描述：

  ethyl 2-(triphenyl-λ⁵-phosphanylidene)pent-4-enoate 、 3,4,5-三甲氧基苯甲醛 以 氯仿 为溶剂， 反应 3.0h， 以65%的产率得到ethyl (E)-2-(3,4,5-trimethoxybenzylidene)pent-4-enoate
  参考文献：
  名称：

  Expedient Synthesis of 2‐Carboethoxy‐4‐methylnaphthalenes

  摘要：

  A three-step synthesis of 2-carboethoxy-4-methylnaphthalenes 7a-d from aryl aldehydes is described.

  DOI：

  10.1080/00397910500328605

文献信息

• Efficient Synthesis of <i>α</i> ‐Benzylidene‐ <i>γ</i> ‐methyl‐ <i>γ</i> ‐butyrolactones
  作者：Raghao S. Mali、Kantipudi N. Babu

  DOI：10.1002/1522-2675(200210)85:10<3525::aid-hlca3525>3.0.co;2-#

  日期：2002.10

  A concise synthesis of alpha-benzylidene-gamma-methyl-gamma-butylolactones 5a-g from substituted benzaldehydes is described. Compounds la-g on reaction with phosphorane 2, provide the pentenoates 3a-g, which can be hydrolyzed to the acids 4a-g. The latter are cyclized to the corresponding butyrolactones 5a-g in excellent yields. The pentenoates 3a-g, on acid catalyzed cyclization, also provide 5a-g in very high yields.
• Expedient Synthesis of 2‐Carboethoxy‐4‐methylnaphthalenes
  作者：Chandan P. Amonkar、Rupesh R. Patre、Santosh G. Tilve

  DOI：10.1080/00397910500328605

  日期：2006.2

  A three-step synthesis of 2-carboethoxy-4-methylnaphthalenes 7a-d from aryl aldehydes is described.