Ethyl 2-(3,4-dimethoxy-5-phenylmethoxybenzoyl)-4-oxo-4-(3,4,5-trimethoxyphenyl)butanoate | 180900-29-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: Ethyl 2-(3,4-dimethoxy-5-phenylmethoxybenzoyl)-4-oxo-4-(3,4,5-trimethoxyphenyl)butanoate
• CAS: 180900-29-2
• 化学式: C₃₁H₃₄O₁₀
• 分子量: 566.605
• InChiKey: JJJMHNMSDKABKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Ethyl 2-(3,4-dimethoxy-5-phenylmethoxybenzoyl)-4-oxo-4-(3,4,5-trimethoxyphenyl)butanoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以26%的产率得到1-(3-benzyloxy-4,5-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)butan-1,4-dione
  参考文献：
  名称：

  Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups

  摘要：

  This paper describes the synthesis and structure-activity relationships of a series of 2,5-diaryltetrahydrofurans, as specific and potent antagonists at the rabbit washed platelet activating factor (PAF) receptor. The methoxyl groups in the known PAF antagonist L-652,731 were replaced with functional groups present in PAF and in the 'PAF-like' antagonists. Activity was generally retained or enhanced when one aryl ring in L-652,731 was elaborated; however incorporation of these functional groups into both of the aryl rings greatly reduced or abolished activity. These results are discussed in relation to a putative model for the PAF receptor.

  DOI：

  10.1016/0223-5234(96)89161-6
• 作为产物：
  描述：

  3-benzyloxy-4,5-dimethoxybenzoyl chloride 在 sodium hydride 、 lithium diisopropyl amide 作用下， 反应 7.17h， 生成 Ethyl 2-(3,4-dimethoxy-5-phenylmethoxybenzoyl)-4-oxo-4-(3,4,5-trimethoxyphenyl)butanoate
  参考文献：
  名称：

  Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups

  摘要：

  This paper describes the synthesis and structure-activity relationships of a series of 2,5-diaryltetrahydrofurans, as specific and potent antagonists at the rabbit washed platelet activating factor (PAF) receptor. The methoxyl groups in the known PAF antagonist L-652,731 were replaced with functional groups present in PAF and in the 'PAF-like' antagonists. Activity was generally retained or enhanced when one aryl ring in L-652,731 was elaborated; however incorporation of these functional groups into both of the aryl rings greatly reduced or abolished activity. These results are discussed in relation to a putative model for the PAF receptor.

  DOI：

  10.1016/0223-5234(96)89161-6