5-(3-acetoxypropyl)-2-(cyclopent-1'-en-1'-yl)-7-methoxy-benzofuran | 146072-17-5

• 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: 5-(3-acetoxypropyl)-2-(cyclopent-1'-en-1'-yl)-7-methoxy-benzofuran
• 英文别名: 3-[2-(Cyclopenten-1-yl)-7-methoxy-1-benzofuran-5-yl]propyl acetate
• CAS: 146072-17-5
• 化学式: C₁₉H₂₂O₄
• 分子量: 314.381
• InChiKey: OKRFMMQVSXMKOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(3-acetoxypropyl)-2-(cyclopent-1'-en-1'-yl)-7-methoxy-benzofuran 在 palladium on activated charcoal 氢气 作用下， 以 吡啶 为溶剂， 反应 16.0h， 以72%的产率得到5-(3-acetoxypropyl)-2-cyclopentyl-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：

  methyl 3-methoxy-4-hydroxy-5-bromo-cinnamate 在 吡啶 、 copper(I) chloride 、 ammonium hydroxide 、 lithium aluminium tetrahydride 、 盐酸羟胺 作用下， 以 四氢呋喃 为溶剂， 反应 41.0h， 生成 5-(3-acetoxypropyl)-2-(cyclopent-1'-en-1'-yl)-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

文献信息

• Regiospecific introduction of carbon-3 formyl group to 2,5-dialkyl-7-methoxy-benzo[b] furans : Synthesis of potential ligands for adenosine A1 receptors
  作者：Henry N.C. Wong、Chang Rong Niu、Zhen Yang、Po Ming Hon、Hson Mou Chang、Chi Ming Lee

  DOI：10.1016/s0040-4020(01)88338-1

  日期：1992.11

  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.