dimethyl 1,4-dihydro-1-methoxycarbonyl-4-phenylpyridine-3,5-dicarboxylate | 252669-39-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: dimethyl 1,4-dihydro-1-methoxycarbonyl-4-phenylpyridine-3,5-dicarboxylate
• 英文别名: trimethyl 4-phenyl-4H-pyridine-1,3,5-tricarboxylate
• CAS: 252669-39-9
• 化学式: C₁₇H₁₇NO₆
• 分子量: 331.325
• InChiKey: AAOWABUFVHSTCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 1,4-dihydro-1-methoxycarbonyl-4-phenylpyridine-3,5-dicarboxylate 反应 672000.0h， 以89%的产率得到tetramethyl 3,9-dimethoxycarbonyl-6,12-diphenyl-3,9-diazahexacyclo[6.4.0.0^2,7.0^4,11.0^5,10]dodecane-1,5,7,11-tetracarboxylate
  参考文献：
  名称：

  Rotameric Properties of Novel N-Acyl and N-Acyloxy Dimeric 4-Phenyl-1,4-dihydropyridines Derived from Developed Solid-State Synthesis

  摘要：

  Novel N-acyl and N-acyloxy dimeric 4-phenyl-1,4-dihydropyridines are given by solid-state photodimerization of their monomeric educts in excellent yields. The existence of rotamers was demonstrated by H-1 NMR spectroscopical measurement at certain temperatures and additionally supported by X-Ray crystal structure analysis of centrosymmetrical cage-dimeric N-acetyl-3,5-dimethoxycarbonyl-4-phenyl-1,4-dihydropyridine (3b). Topochemical investigations by X-Ray crystal structure analysis prove the formation of anti-dimeric N-Boc-3,5-dimethoxycarbonyl-4-phenyl-1,4-dihydropyridine (4e) to be controlled by the nearest distance of potentially reacting double bonds with 3.667(3) Angstrom.

  DOI：

  10.3987/com-99-8627
• 作为产物：
  描述：

  dimethyl 4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 、 氯甲酸甲酯 在 sodium hydride 作用下， 以 various solvent(s) 为溶剂， 反应 2.5h， 生成 dimethyl 1,4-dihydro-1-methoxycarbonyl-4-phenylpyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Rotameric Properties of Novel N-Acyl and N-Acyloxy Dimeric 4-Phenyl-1,4-dihydropyridines Derived from Developed Solid-State Synthesis

  摘要：

  Novel N-acyl and N-acyloxy dimeric 4-phenyl-1,4-dihydropyridines are given by solid-state photodimerization of their monomeric educts in excellent yields. The existence of rotamers was demonstrated by H-1 NMR spectroscopical measurement at certain temperatures and additionally supported by X-Ray crystal structure analysis of centrosymmetrical cage-dimeric N-acetyl-3,5-dimethoxycarbonyl-4-phenyl-1,4-dihydropyridine (3b). Topochemical investigations by X-Ray crystal structure analysis prove the formation of anti-dimeric N-Boc-3,5-dimethoxycarbonyl-4-phenyl-1,4-dihydropyridine (4e) to be controlled by the nearest distance of potentially reacting double bonds with 3.667(3) Angstrom.

  DOI：

  10.3987/com-99-8627