3,4,5,6-tetra(methoxycarbonyl)-1,4,5,6-tetrahydropyridazine

• 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: 3,4,5,6-tetra(methoxycarbonyl)-1,4,5,6-tetrahydropyridazine
• 英文别名: tetramethyl (4S,5S,6R)-1,4,5,6-tetrahydropyridazine-3,4,5,6-tetracarboxylate
• 化学式: C₁₂H₁₆N₂O₈
• 分子量: 316.268
• InChiKey: DVLJUKHOMOJZEE-LYFYHCNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  重氮乙酸甲酯 在 吡啶 、 dirhodium tetraacetate 作用下， 反应 2.5h， 生成 3,4,5,6-tetra(methoxycarbonyl)-1,4,5,6-tetrahydropyridazine 、 3,4,5,6-tetra(methoxycarbonyl)-1,4,5,6-tetrahydropyridazine
  参考文献：
  名称：

  摘要：

  Thermal, photolytic, and thermocatalytic decomposition of methyl diazoacetate (MDA) in the presence of Rh-2(OAc)(4) or Cu(acac)(2) in refluxing pyridine afforded isomeric trans,cis- and cis, trans- 3,4,5,6 -tetra(methoxycarbonyl) - 1,4,5,6-tetrahydropyridazines (- 1 : 1) in a total yield of 30-70%. Decomposition of MDA in refluxing o-xylene in the presence of Rh-2(OAc)(4) and pyridine (20 mol.%) gave rise to 2,3,4,5 -tetra (methoxycarbonyl)pyrrole in a yield of up to 40%. In these transformations of MDA, neither dimethyl fumarate (or dimethyl maleate) nor the corresponding 2-pyrazolines were generated as intermediates.

  DOI：

  10.1023/a:1022421020644

文献信息

• ——
  作者：Yu. V. Tomilov、D. N. Platonov、B. B. Averkiev、E. V. Shulishov、O. M. Nefedov

  DOI：10.1023/a:1022421020644

  日期：——

  Thermal, photolytic, and thermocatalytic decomposition of methyl diazoacetate (MDA) in the presence of Rh-2(OAc)(4) or Cu(acac)(2) in refluxing pyridine afforded isomeric trans,cis- and cis, trans- 3,4,5,6 -tetra(methoxycarbonyl) - 1,4,5,6-tetrahydropyridazines (- 1 : 1) in a total yield of 30-70%. Decomposition of MDA in refluxing o-xylene in the presence of Rh-2(OAc)(4) and pyridine (20 mol.%) gave rise to 2,3,4,5 -tetra (methoxycarbonyl)pyrrole in a yield of up to 40%. In these transformations of MDA, neither dimethyl fumarate (or dimethyl maleate) nor the corresponding 2-pyrazolines were generated as intermediates.