diethyl 2,2'-(3,3'-(1,4-phenylene)bis(prop-2-yne-3,1-diyl))bis(5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate) | 1609250-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: diethyl 2,2'-(3,3'-(1,4-phenylene)bis(prop-2-yne-3,1-diyl))bis(5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate)
• CAS: 1609250-21-6
• 化学式: C₄₀H₃₈O₁₀
• 分子量: 678.736
• InChiKey: MSYGCXOCZVJWGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  50.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  5,6-二甲氧基-1-茚酮-2-羧酸乙酯 在 copper(l) iodide 、 palladium 10% on activated carbon 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 3.0h， 生成 diethyl 2,2'-(3,3'-(1,4-phenylene)bis(prop-2-yne-3,1-diyl))bis(5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate)
  参考文献：
  名称：

  Pd/C-Mediated Arylation Followed by I₂-Catalyzed Hydration Strategy: Preparation of Functionalized Novel Indanone Derivatives

  摘要：

  A simple and inexpensive synthesis of novel 2-(3-oxo-3-arylpropyl)-2,3-dihydro-1H-inden-1-one derivatives has been achieved via Pd/C-mediated arylation followed by I-2-mediated regioselective hydration of 2-(prop-2-ynyl)-2,3-dihydro-1H-inden-1-ones. A wide variety of 3-aryl substituted 2-propynyl indanone derivatives were conveniently prepared by using 10% Pd/C-PPh3-CuI as a catalyst system, some of which were used to prepare the corresponding ketones via alkyne hydration in the presence of catalytic I-2. In an in vitro study a representative compound showed inhibition of PDE4B (phosphodiesterase type 4B) and binding with this protein in silico

  DOI：

  10.1080/00397911.2013.860554