2-Methyl-4-oct-(Z)-ylidene-4,5-dihydro-furan-3-carboxylic acid ethyl ester | 749209-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 2-Methyl-4-oct-(Z)-ylidene-4,5-dihydro-furan-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-methyl-4-octylidene-4,5-dihydrofuran-3-carboxylate；ethyl 2-methyl-4-octylidenefuran-3-carboxylate
• CAS: 749209-55-0
• 化学式: C₁₆H₂₆O₃
• 分子量: 266.381
• InChiKey: PIRKEBSELLELOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄胺 、 1-(ethoxycarbonyl)-2-(octylidene)cyclopropylmethyl ketone 在 magnesium sulfate 作用下， 以 甲苯 为溶剂， 反应 49.0h， 以15%的产率得到2-Methyl-4-oct-(Z)-ylidene-4,5-dihydro-furan-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Ring-Opening Cyclization of Alkylidenecyclopropyl Ketones with Amines. An Efficient Synthesis of 2,3,4-Trisubstituted Pyrroles

  摘要：

  An efficient synthesis of 2,3,4-trisubstituted pyrroles via intermolecular cyclization of alkylidenecyclopropyl ketones with amines was observed. The addition of anhydrous MgSO4 improved the yields of the products 3. A possible mechanism involving the distal cleavage of the C-C bond of cyclopropane ring was proposed.

  DOI：

  10.1021/ol052797a

文献信息

• Ring-Opening Cyclization of Alkylidenecyclopropyl Ketones with Amines. An Efficient Synthesis of 2,3,4-Trisubstituted Pyrroles
  作者：Lianghua Lu、Guofei Chen、Shengming Ma

  DOI：10.1021/ol052797a

  日期：2006.3.2

  An efficient synthesis of 2,3,4-trisubstituted pyrroles via intermolecular cyclization of alkylidenecyclopropyl ketones with amines was observed. The addition of anhydrous MgSO4 improved the yields of the products 3. A possible mechanism involving the distal cleavage of the C-C bond of cyclopropane ring was proposed.