8-ethyl 4-methyl 2-ethyl-3-oxo-4-(prop-2-yn-1-yl)-2,8-diazaspiro[4.5]deca-6,9-diene-4,8-dicarboxylate | 1235457-32-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 8-ethyl 4-methyl 2-ethyl-3-oxo-4-(prop-2-yn-1-yl)-2,8-diazaspiro[4.5]deca-6,9-diene-4,8-dicarboxylate
• CAS: 1235457-32-5
• 化学式: C₁₈H₂₂N₂O₅
• 分子量: 346.383
• InChiKey: RXVWAUKBLSJIJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  8-ethyl 4-methyl 2-ethyl-3-oxo-4-(prop-2-yn-1-yl)-2,8-diazaspiro[4.5]deca-6,9-diene-4,8-dicarboxylate 在 gold(III) chloride 、 silver trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以94%的产率得到10-O-ethyl 5-O-methyl 3-ethyl-7-methyl-4-oxo-3,10-diazatricyclo[6.4.0.01,5]dodeca-6,8,11-triene-5,10-dicarboxylate
  参考文献：
  名称：

  Titanium-Mediated Spirocyclization Reactions of 4-Alkylpyridines

  摘要：

  Pyridines substituted at the 4-position with alkyl tethers containing beta-dicarbonyl moieties were converted to spirocyclic 4,4-disubstituted dihydropyridines. Optimal conditions for these transformations involved N-acylation of the pyridine substrate with a chloroformate electrophile in the presence of Ti((OPr)-Pr-i)(4). Cyclization products could be easily converted into spiro-piperidine derivatives or elaborated into more complex heterocyclic frameworks via Au-catalyzed cycloisomerization.

  DOI：

  10.1021/ol1012636
• 作为产物：
  描述：

  8-O-ethyl 4-O-methyl 2-ethyl-3-oxo-2,8-diazaspiro[4.5]deca-6,9-diene-4,8-dicarboxylate 、 3-溴丙炔 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.5h， 以91%的产率得到8-ethyl 4-methyl 2-ethyl-3-oxo-4-(prop-2-yn-1-yl)-2,8-diazaspiro[4.5]deca-6,9-diene-4,8-dicarboxylate
  参考文献：
  名称：

  Titanium-Mediated Spirocyclization Reactions of 4-Alkylpyridines

  摘要：

  Pyridines substituted at the 4-position with alkyl tethers containing beta-dicarbonyl moieties were converted to spirocyclic 4,4-disubstituted dihydropyridines. Optimal conditions for these transformations involved N-acylation of the pyridine substrate with a chloroformate electrophile in the presence of Ti((OPr)-Pr-i)(4). Cyclization products could be easily converted into spiro-piperidine derivatives or elaborated into more complex heterocyclic frameworks via Au-catalyzed cycloisomerization.

  DOI：

  10.1021/ol1012636