1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide | 1226911-45-0

• 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: 1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide
• 英文别名: diethyl 2-(1-methyl-4-phenyl-3,6-dihydro-2H-pyridin-1-ium-1-yl)propanedioate;bromide
• CAS: 1226911-45-0
• 化学式: Br*C₁₉H₂₆NO₄
• 分子量: 412.324
• InChiKey: SQGURIIPJGFZJB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.58
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide 、 丁炔二酸二甲酯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 32.0h， 以25%的产率得到2-(2-ethoxycarbonyl-1-methyl-3-phenyl-vinylpyrrolidin-2-yl)-1-ethoxycarbonyl-1,2-di(methoxycarbonyl)ethene
  参考文献：
  名称：

  Unexpected course for the reaction of 1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide with dimethyl acetylenedicarb-oxylate in the presence of triethylamine

  摘要：

  DOI：

  10.1007/s10593-010-0442-0
• 作为产物：
  描述：

  1-甲基-4-苯基-1,2,3,6-四氢吡啶 、 溴代丙二酸二乙酯 以 四氢呋喃 为溶剂， 反应 3.0h， 以70%的产率得到1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide
  参考文献：
  名称：

  Synthesis of pyrrolidine and tetrahydroazonine derivatives from N-[bis(ethoxycarbonyl)methyl]tetrahydropyridinium bromide and methyl acetylenedicarboxylate

  摘要：

  The reaction of N-methyl-N-(diethoxycarbonyl)methyltetrahydropyridinium bromide with dimethyl acetylenedicarboxylate in the presence of triethylamine at room temperature afforded 1,2-dimethyl 1-ethyl 2-[(3-vinyl-1-methyl-3-phenyl-2-ethoxycarbonyl)pyrrolidin-2-yl]-ethene-1,1,2-tricarboxylate in 25% yield. Its structure was proved by XRD analysis. At cooling to -20A degrees C the pyrrolidine yield signifi cantly decreased and 3,4-dimethyl 2,2-diethyl 1-methyl-7-phenyl-1,5,8,9-tetrahydro-2H-azonine-2,2,3,4-tetratcarboxylate was obtained in 31% yield.

  DOI：

  10.1134/s1070428011110157

文献信息

• Synthesis of pyrrolidine and tetrahydroazonine derivatives from N-[bis(ethoxycarbonyl)methyl]tetrahydropyridinium bromide and methyl acetylenedicarboxylate
  作者：A. T. Soldatenkov、S. A. Soldatova、R. R. Suleimanov、K. B. Polyanskii、V. E. Kotsyuba、A. F. Smol’yakov、V. N. Khrustalev、M. Yu. Antipin

  DOI：10.1134/s1070428011110157

  日期：2011.11

  The reaction of N-methyl-N-(diethoxycarbonyl)methyltetrahydropyridinium bromide with dimethyl acetylenedicarboxylate in the presence of triethylamine at room temperature afforded 1,2-dimethyl 1-ethyl 2-[(3-vinyl-1-methyl-3-phenyl-2-ethoxycarbonyl)pyrrolidin-2-yl]-ethene-1,1,2-tricarboxylate in 25% yield. Its structure was proved by XRD analysis. At cooling to -20A degrees C the pyrrolidine yield signifi cantly decreased and 3,4-dimethyl 2,2-diethyl 1-methyl-7-phenyl-1,5,8,9-tetrahydro-2H-azonine-2,2,3,4-tetratcarboxylate was obtained in 31% yield.
• Unexpected course for the reaction of 1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide with dimethyl acetylenedicarb-oxylate in the presence of triethylamine
  作者：S. A. Soldatova、A. T. Soldatenkov、R. R. Suleimanov、N. M. Kolyadina、V. N. Khrustalev

  DOI：10.1007/s10593-010-0442-0

  日期：2009.11