ethyl 7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate | 1033762-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: ethyl 7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate
• 英文别名: ethyl 7-[(2E)-2-(2,3-dihydroinden-1-ylidene)ethyl]-8-[2,3-dimethylbutan-2-yl(dimethyl)silyl]oxy-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate
• CAS: 1033762-34-3
• 化学式: C₃₁H₄₂N₂O₃Si
• 分子量: 518.772
• InChiKey: KJXFVAOUSHIMBN-JJIBRWJFSA-N

物化性质

• 密度：
  1.08±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.72
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate 在 磷酸 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.5h， 以91%的产率得到ethyl 2,3-dimethyl-2',3',7,8-tetrahydrospiro[imidazo-[1,2-a]pyrano[2,3-c]pyridine-9,1'-indene]-6-carboxylate
  参考文献：
  名称：

  Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as inhibitors of gastric acid secretion

  摘要：

  Asymmetric and symmetric spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) were prepared using a synthetic approach that comprised a cross-metathesis reaction and an acid-catalyzed cycloisomerisation as key steps. The target compounds constitute potent inhibitors of the gastric proton pump enzyme with inhibitory activity comparable to potassium-competitive acid blockers (P-CABs) belonging to the known 9-aryl-7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridine series. Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9,2'-indenes) represent the first example for P-CABs, in which the distance between the heterocyclic scaffold and the aryl residue has been modified, and are promising candidates for further development as anti-ulcer drugs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.055
• 作为产物：
  描述：

  1-亚甲基茚满 、 ethyl 7-allyl-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以68%的产率得到ethyl 7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate
  参考文献：
  名称：

  Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as inhibitors of gastric acid secretion

  摘要：

  Asymmetric and symmetric spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) were prepared using a synthetic approach that comprised a cross-metathesis reaction and an acid-catalyzed cycloisomerisation as key steps. The target compounds constitute potent inhibitors of the gastric proton pump enzyme with inhibitory activity comparable to potassium-competitive acid blockers (P-CABs) belonging to the known 9-aryl-7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridine series. Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9,2'-indenes) represent the first example for P-CABs, in which the distance between the heterocyclic scaffold and the aryl residue has been modified, and are promising candidates for further development as anti-ulcer drugs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.055