tetraethyl-3-methyl-3-nitro-butane-1,1-bisphosphonate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: tetraethyl-3-methyl-3-nitro-butane-1,1-bisphosphonate
• 英文别名: 1,1-Bis[diethoxy(oxido)phosphaniumyl]-3-methyl-3-nitrobutane；1,1-bis[diethoxy(oxido)phosphaniumyl]-3-methyl-3-nitrobutane
• 化学式: C₁₃H₂₉NO₈P₂
• 分子量: 389.323
• InChiKey: WJDWFSOPIMYBIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetraethyl-3-methyl-3-nitro-butane-1,1-bisphosphonate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以76.6%的产率得到tetraethyl-3-amino-3-methyl-butane-1,1-bisphosphonate
  参考文献：
  名称：

  PREPARATION OF OCTAETHYL-3-AMINO-PENTANE-1,1,5,5-TETRAKISPHOSPHONATE BY CATALYTIC HYDROGENATION OF THE CORRESPONDING 3-NITRO-COMPOUND

  摘要：

  The aim of this investigation was to find a convenient synthetical access to tetraethyl-3-amino-1,1-bisphosphonates, a class of chemical compounds which are useful agents in the concept of osteotic vectorisation of antitumor and antiinflammatory drugs. Base-catalyzed addition of nitroalkanes to tetraethylethenylidenebisphosphonate 1 affords the tetraethyl-3-nitro-alkane-1,1-bisphosphonates 3 and 4 and octaethyl-3-nitro-pentane-1,1,5,5-tetrakisphosphonate 2, which can be hydrogenated to the corresponding 3-amino-alkane-1,1-bisphosphonates 6 and 7 and the title compound octaethyl-3-amino-pentane-1,1,5,5-tetrakisphosphonate 5.

  DOI：

  10.1080/10426509608046357
• 作为产物：
  描述：

  2-硝基丙烷 、 1,1-双(二乙氧基磷酰基)乙烯 在 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以82%的产率得到tetraethyl-3-methyl-3-nitro-butane-1,1-bisphosphonate
  参考文献：
  名称：

  PREPARATION OF OCTAETHYL-3-AMINO-PENTANE-1,1,5,5-TETRAKISPHOSPHONATE BY CATALYTIC HYDROGENATION OF THE CORRESPONDING 3-NITRO-COMPOUND

  摘要：

  The aim of this investigation was to find a convenient synthetical access to tetraethyl-3-amino-1,1-bisphosphonates, a class of chemical compounds which are useful agents in the concept of osteotic vectorisation of antitumor and antiinflammatory drugs. Base-catalyzed addition of nitroalkanes to tetraethylethenylidenebisphosphonate 1 affords the tetraethyl-3-nitro-alkane-1,1-bisphosphonates 3 and 4 and octaethyl-3-nitro-pentane-1,1,5,5-tetrakisphosphonate 2, which can be hydrogenated to the corresponding 3-amino-alkane-1,1-bisphosphonates 6 and 7 and the title compound octaethyl-3-amino-pentane-1,1,5,5-tetrakisphosphonate 5.

  DOI：

  10.1080/10426509608046357