methyl 3-(benzyl(1-(pyridin-4-yl)ethyl)amino)-3-oxopropanoate | 1235457-19-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-(benzyl(1-(pyridin-4-yl)ethyl)amino)-3-oxopropanoate
• CAS: 1235457-19-8
• 化学式: C₁₈H₂₀N₂O₃
• 分子量: 312.368
• InChiKey: PKDBSUZKHAPYRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  59.5
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(benzyl(1-(pyridin-4-yl)ethyl)amino)-3-oxopropanoate 、 氯甲酸乙酯 在 titanium(IV) isopropylate 作用下， 以 二氯甲烷 为溶剂， 反应 0.11h， 以81%的产率得到8-O-ethyl 4-O-methyl 2-benzyl-1-methyl-3-oxo-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
• 作为产物：
  描述：

  N-benzyl-1-pyridin-4-ylethanamine 、 丙二酸二甲酯 以 甲苯 为溶剂， 反应 36.0h， 以52%的产率得到methyl 3-(benzyl(1-(pyridin-4-yl)ethyl)amino)-3-oxopropanoate
  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