3-ethoxy-5-acetyl-5-methyl-2-(E),4(E)-pentadienoic acid ethyl ester | 96746-42-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-ethoxy-5-acetyl-5-methyl-2-(E),4(E)-pentadienoic acid ethyl ester
• 英文别名: ethyl (2E,4E)-3-ethoxy-5-methyl-6-oxohepta-2,4-dienoate
• CAS: 96746-42-8
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: NUOVSVOSGMDYPH-BIZFVBGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-ethoxy-5-acetyl-5-methyl-2-(E),4(E)-pentadienoic acid ethyl ester 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以95%的产率得到(2E,4E)-3-Ethoxy-6-hydroxy-5,6-diphenyl-hexa-2,4-dienoic acid ethyl ester
  参考文献：
  名称：

  A facile synthesis of 5-substituted 2-furylacetates via 6-hydroxy-3-oxo-4-hexenoates

  摘要：

  6-Substituted 3-ethoxy-6-hydroxy-2,4-hexadienoates (4) which were prepared by reaction of ethyl (4E)-3-ethoxy-5-formyl-2,4-pentadienoate (3a) with nucleophiles or sodium borohydride reduction of 6-substituted 3-ethoxy-6-oxo-2,4-hexadienoates (3b-e) have been converted in very good yields into 5-substituted 2-furylacetates (5) by treating with 47%HBr in THF.

  DOI：

  10.1016/0040-4039(95)01612-l
• 作为产物：
  描述：

  (E)-(2-ethoxy-3-ethoxycarbonylallylidene)triphenylphosphorane 、 2,3-丁二酮 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以62%的产率得到3-ethoxy-5-acetyl-5-methyl-2-(E),4(E)-pentadienoic acid ethyl ester
  参考文献：
  名称：

  A Facile Synthesis of 5-Substituted 2-Furyl-, 2-Thienyl- and 2-Pyrrolylacetates by Cyclodehydration of g-Functionalized a,b-Unsaturated Ketones

  摘要：

  DOI：

  10.3987/com-99-s141

文献信息

• Additions of 1,1-diethoxyethene to 1,2-diketones
  作者：Jochen Mattay、Jan Runsink

  DOI：10.1021/jo00216a002

  日期：1985.8
• MATTAY, J.;RUNSINK, J., J. ORG. CHEM., 1985, 50, N 16, 2815-2818
  作者：MATTAY, J.、RUNSINK, J.

  DOI：——

  日期：——
• A facile synthesis of 5-substituted 2-furylacetates via 6-hydroxy-3-oxo-4-hexenoates
  作者：Tomikazu Kawano、Toru Ogawa、Saiful Md. Islam、Ikuo Ueda

  DOI：10.1016/0040-4039(95)01612-l

  日期：1995.10

  6-Substituted 3-ethoxy-6-hydroxy-2,4-hexadienoates (4) which were prepared by reaction of ethyl (4E)-3-ethoxy-5-formyl-2,4-pentadienoate (3a) with nucleophiles or sodium borohydride reduction of 6-substituted 3-ethoxy-6-oxo-2,4-hexadienoates (3b-e) have been converted in very good yields into 5-substituted 2-furylacetates (5) by treating with 47%HBr in THF.
• A Facile Synthesis of 5-Substituted 2-Furyl-, 2-Thienyl- and 2-Pyrrolylacetates by Cyclodehydration of g-Functionalized a,b-Unsaturated Ketones
  作者：Ikuo Ueda、Tomikazu Kawano、Toru Ogawa、Saiful Md. Islam

  DOI：10.3987/com-99-s141

  日期：——