ethyl-(3-benzyloxy-4,5-dimethoxy)benzoylacetate | 180900-27-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl-(3-benzyloxy-4,5-dimethoxy)benzoylacetate
• 英文别名: Ethyl 3-(3,4-dimethoxy-5-phenylmethoxyphenyl)-3-oxopropanoate
• CAS: 180900-27-0
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: YMCXCFWSUNIACR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-溴-1-(3,4,5-三甲氧基苯基)乙酮 、 ethyl-(3-benzyloxy-4,5-dimethoxy)benzoylacetate 在 sodium hydride 作用下， 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
• 作为产物：
  描述：

  3,4-二甲氧基-5-苯基甲氧基苯甲酸 在 草酰氯 、 lithium diisopropyl amide 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 1.92h， 生成 ethyl-(3-benzyloxy-4,5-dimethoxy)benzoylacetate
  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

文献信息

• Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups
  作者：S Smith、G.J. Blackwell、D.A. Demaine、L.G. Garland、H.F. Hodson、R.M. Hyde、A.J. Parke、V.S. Rose、D.A. Sawyer、L Tilling

  DOI：10.1016/0223-5234(96)89161-6

  日期：1996.1

  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.