2-(cyclopent-1'-en-1'-yl)-7-methoxy-5-(2-methoxycarbonyl-trans-ethenyl)-benzofuran | 146072-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2-(cyclopent-1'-en-1'-yl)-7-methoxy-5-(2-methoxycarbonyl-trans-ethenyl)-benzofuran
• 英文别名: 2-(cyclopent-1'-en-1'-yl)-7-methoxy-5-(2-methoxycarbonyl-trans-ethenyl)-benzo[b]furan
• CAS: 146072-15-3
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: CQQAJPYPLWXPKQ-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  48.67
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(cyclopent-1'-en-1'-yl)-7-methoxy-5-(2-methoxycarbonyl-trans-ethenyl)-benzofuran 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以82%的产率得到2-(cyclopent-1'-en-1'-yl)-5-(3-hydroxypropyl)-7-methoxy-benzofuran
  参考文献：
  名称：

  Regiospecific introduction of carbon-3 formyl group to 2,5-dialkyl-7-methoxy-benzo[b] furans : Synthesis of potential ligands for adenosine A1 receptors

  摘要：

  Based on the structure of 1,3-dipropyl-8-cyclopentylxanthine (CPX), the most potent adenosine A1-selective antagonist known today, two derivatives of the novel adenosine A1 receptor ligand 5-(3-hydroxpropyl)-7-methoxy-2-3'-methoxy-4'-hydroxyphenyl)-benzo[b]furan-3-carbaldehyde have been synthesized by utilizing as key steps the regiospecific introduction of a formyl group to of 2-cyclopentyl-and 2-(cyclopent-1'-en-1'-yl)-5-(3-hydroxypropyl)-7-methoxy-benzo[b]furans.

  DOI：

  10.1016/s0040-4020(01)88338-1
• 作为产物：
  描述：

  1-乙炔-1-环戊烯 、 methyl 3-methoxy-4-hydroxy-5-bromo-cinnamate 在 copper(I) chloride 、 ammonium hydroxide 、 盐酸羟胺 作用下， 生成 2-(cyclopent-1'-en-1'-yl)-7-methoxy-5-(2-methoxycarbonyl-trans-ethenyl)-benzofuran
  参考文献：
  名称：

  Regiospecific introduction of carbon-3 formyl group to 2,5-dialkyl-7-methoxy-benzo[b] furans : Synthesis of potential ligands for adenosine A1 receptors

  摘要：

  Based on the structure of 1,3-dipropyl-8-cyclopentylxanthine (CPX), the most potent adenosine A1-selective antagonist known today, two derivatives of the novel adenosine A1 receptor ligand 5-(3-hydroxpropyl)-7-methoxy-2-3'-methoxy-4'-hydroxyphenyl)-benzo[b]furan-3-carbaldehyde have been synthesized by utilizing as key steps the regiospecific introduction of a formyl group to of 2-cyclopentyl-and 2-(cyclopent-1'-en-1'-yl)-5-(3-hydroxypropyl)-7-methoxy-benzo[b]furans.

  DOI：

  10.1016/s0040-4020(01)88338-1