ethyl 6-(benzyloxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl 6-(benzyloxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate
• 英文别名: 6-benzyloxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester；ethyl 3-oxo-1-phenyl-5-phenylmethoxyindene-2-carboxylate
• 化学式: C₂₅H₂₀O₄
• 分子量: 384.431
• InChiKey: YMMDDMVGFSDVEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间羟基苄基氯 在 selenium(IV) oxide 、 PPA 、 potassium carbonate 、 sodium iodide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 ethyl 6-(benzyloxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate
  参考文献：
  名称：

  Indenone Derivatives:  A Novel Template for Peroxisome Proliferator-Activated Receptor γ (PPARγ) Agonists

  摘要：

  Agonists of peroxisome proliferator-activated receptor gamma (PPAR gamma) are of interest as a treatment for diabetes, which prompted the identification of a new class of non-TZD PPAR gamma agonist. Moreover, compound 14c has displayed the most active agonistic activity with an EC50 value of 50 nM, in addition to exhibiting a new binding mode in the X-ray cocrystal structure.

  DOI：

  10.1021/jm060389m

文献信息

• Facile Synthesis of Alkyl 1-Oxo-3-phenyl-1<i>H</i>-indene-2-carboxylate through Palladium-catalyzed Carboalkoxylation from 2-Bromo-3-phenylinden-1-ones
  作者：Eul Kgun Yum、Woul Seong Park、Se Hoan Kim、Seung Kyu Kang、Sung Soo Kim、Jin Hee Ahn

  DOI：10.1246/cl.2008.1068

  日期：2008.10.5

  Palladium-catalyzed carboalkoxylation of 2-bromo-3-phenylindenones in various alcoholic solvents afforded diverse alkyl 1-oxo-3-phenyl-1H-indene-2-carboxylates in high yields.

  钯催化的 2-溴-3-苯基茚酮在各种醇溶剂中的碳烷氧基化以高产率提供了多种 1-氧代-3-苯基-1H-茚-2-羧酸烷基酯。
• Cobalt-Catalyzed Regioselective Synthesis of Indenamine from<i>o-</i>Iodobenzaldimine and Alkyne: Intriguing Difference to the Nickel-Catalyzed Reaction
  作者：Chuan-Che Liu、Rajendra Prasad Korivi、Chien-Hong Cheng

  DOI：10.1002/chem.200801457

  日期：2008.10.29
• Indenone Derivatives:  A Novel Template for Peroxisome Proliferator-Activated Receptor γ (PPARγ) Agonists
  作者：Jin Hee Ahn、Mi Sik Shin、Sun Ho Jung、Seung Kyu Kang、Kwang Rok Kim、Sang Dal Rhee、Won Hoon Jung、Sung Don Yang、Seung Jun Kim、Joo Rang Woo、Jeong Hyung Lee、Hyae Gyeong Cheon、Sung Soo Kim

  DOI：10.1021/jm060389m

  日期：2006.7.1

  Agonists of peroxisome proliferator-activated receptor gamma (PPAR gamma) are of interest as a treatment for diabetes, which prompted the identification of a new class of non-TZD PPAR gamma agonist. Moreover, compound 14c has displayed the most active agonistic activity with an EC50 value of 50 nM, in addition to exhibiting a new binding mode in the X-ray cocrystal structure.