2-Ethoxy-4-(4-methoxy-phenyl)-5-phenyl-cyclopenta-1,3-dienecarboxylic acid ethyl ester | 267882-81-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-Ethoxy-4-(4-methoxy-phenyl)-5-phenyl-cyclopenta-1,3-dienecarboxylic acid ethyl ester
• 英文别名: Ethyl 2-ethoxy-4-(4-methoxyphenyl)-5-phenylcyclopenta-1,3-diene-1-carboxylate；ethyl 2-ethoxy-4-(4-methoxyphenyl)-5-phenylcyclopenta-1,3-diene-1-carboxylate
• CAS: 267882-81-5
• 化学式: C₂₃H₂₄O₄
• 分子量: 364.441
• InChiKey: IGNPOLFCHKJMJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Ethoxy-4-(4-methoxy-phenyl)-5-phenyl-cyclopenta-1,3-dienecarboxylic acid ethyl ester 在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 (1S,2R,5S)-5-Hydroxy-3-(4-methoxy-phenyl)-2-phenyl-cyclopent-3-enecarboxylic acid ethyl ester
  参考文献：
  名称：

  A new analogue of rocaglamide by an oxidative dihydrofuran synthesis

  摘要：

  A new analogue of rocaglamide 1 has been synthesised. The tricyclic core structure that is lacking the C-8b hydroxy group was generated in an oxidative addition of 1,3-cyclohexanedione to a cyclopentene moiety forming a tricyclic dihydrofuran system. Further transformation gave analogue 12 with the desired configuration. Although this C-8b deoxy derivative exhibits no insecticidal activity, it provides important information in understanding the structure-activity relationship. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00021-6
• 作为产物：
  描述：

  2-bromo-1-(4-methoxy-phenyl)-2-phenyl-ethanone 、 (E)-(2-ethoxy-3-ethoxycarbonylallylidene)triphenylphosphorane 在 caesium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 以87%的产率得到2-Ethoxy-4-(4-methoxy-phenyl)-5-phenyl-cyclopenta-1,3-dienecarboxylic acid ethyl ester
  参考文献：
  名称：

  A new analogue of rocaglamide by an oxidative dihydrofuran synthesis

  摘要：

  A new analogue of rocaglamide 1 has been synthesised. The tricyclic core structure that is lacking the C-8b hydroxy group was generated in an oxidative addition of 1,3-cyclohexanedione to a cyclopentene moiety forming a tricyclic dihydrofuran system. Further transformation gave analogue 12 with the desired configuration. Although this C-8b deoxy derivative exhibits no insecticidal activity, it provides important information in understanding the structure-activity relationship. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00021-6

文献信息

• A new analogue of rocaglamide by an oxidative dihydrofuran synthesis
  作者：Andreas Schoop、Helmut Greiving、Axel Göhrt

  DOI：10.1016/s0040-4039(00)00021-6

  日期：2000.3

  A new analogue of rocaglamide 1 has been synthesised. The tricyclic core structure that is lacking the C-8b hydroxy group was generated in an oxidative addition of 1,3-cyclohexanedione to a cyclopentene moiety forming a tricyclic dihydrofuran system. Further transformation gave analogue 12 with the desired configuration. Although this C-8b deoxy derivative exhibits no insecticidal activity, it provides important information in understanding the structure-activity relationship. (C) 2000 Elsevier Science Ltd. All rights reserved.