4-tert-butyl 4a-ethyl 2-(anilinocarbonyl)-3-hydroxy-3-methyl-3,4,5,6,7,8-hexahydrocinnoline-4-4a(2H)-dicarboxylate | 1242030-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-tert-butyl 4a-ethyl 2-(anilinocarbonyl)-3-hydroxy-3-methyl-3,4,5,6,7,8-hexahydrocinnoline-4-4a(2H)-dicarboxylate
• CAS: 1242030-29-0
• 化学式: C₂₄H₃₃N₃O₆
• 分子量: 459.543
• InChiKey: GEZJQOQXCXCUII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  117.53
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-tert-butyl 4a-ethyl 2-(anilinocarbonyl)-3-hydroxy-3-methyl-3,4,5,6,7,8-hexahydrocinnoline-4-4a(2H)-dicarboxylate 在 Amberlyst 15H 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到4-tert-butyl 4a-ethyl 2-(anilinocarbonyl)-3-methyl-5,6,7,8-tetrahydrocinnoline-4,4a(2H)-dicarboxylate
  参考文献：
  名称：

  Divergent base-induced reactivity of cycloalkenyl-1-diazenes

  摘要：

  The different base-promoted regioselectivities of the ring closure processes in the reactions between cycloalkenyl-1-diazenes and beta-ketoesters are investigated. Under the appropriate conditions it is possible to turn the synthesis towards cycloalkenyliden-pyrroles or functionalized 3-hydroxy-hydrocinnolines. The aromatization procedure of the heteroring counterpart of the 3-hydroxy-hydrocinnolines is also reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.061
• 作为产物：
  描述：

  乙酰乙酸叔丁酯 、 Ethyl 2-(phenylcarbamoyldiazenyl)cyclohexene-1-carboxylate 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 以61%的产率得到4-tert-butyl 4a-ethyl 2-(anilinocarbonyl)-3-hydroxy-3-methyl-3,4,5,6,7,8-hexahydrocinnoline-4-4a(2H)-dicarboxylate
  参考文献：
  名称：

  Divergent base-induced reactivity of cycloalkenyl-1-diazenes

  摘要：

  The different base-promoted regioselectivities of the ring closure processes in the reactions between cycloalkenyl-1-diazenes and beta-ketoesters are investigated. Under the appropriate conditions it is possible to turn the synthesis towards cycloalkenyliden-pyrroles or functionalized 3-hydroxy-hydrocinnolines. The aromatization procedure of the heteroring counterpart of the 3-hydroxy-hydrocinnolines is also reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.061

文献信息

• Divergent base-induced reactivity of cycloalkenyl-1-diazenes
  作者：Orazio A. Attanasi、Stefano Berretta、Lucia De Crescentini、Gianfranco Favi、Paolino Filippone、Gianluca Giorgi、Fabio Mantellini

  DOI：10.1016/j.tet.2010.06.061

  日期：2010.8

  The different base-promoted regioselectivities of the ring closure processes in the reactions between cycloalkenyl-1-diazenes and beta-ketoesters are investigated. Under the appropriate conditions it is possible to turn the synthesis towards cycloalkenyliden-pyrroles or functionalized 3-hydroxy-hydrocinnolines. The aromatization procedure of the heteroring counterpart of the 3-hydroxy-hydrocinnolines is also reported. (C) 2010 Elsevier Ltd. All rights reserved.