tetraethyl (4-(1,3-dioxolan-2-yl)butylidene)bisphosphonate | 455331-34-7

• 英文名称: tetraethyl (4-(1,3-dioxolan-2-yl)butylidene)bisphosphonate
• 英文别名: 2-[4,4-Bis(diethoxyphosphoryl)butyl]-1,3-dioxolane
• CAS: 455331-34-7
• 化学式: C₁₅H₃₂O₈P₂
• 分子量: 402.362
• InChiKey: SWRHSVUJRMELEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetraethyl (4-(1,3-dioxolan-2-yl)butylidene)bisphosphonate 在 三甲基溴硅烷 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 128.0h， 生成 [5-[2-[Bis[2-(5,5-diphosphonopentylamino)ethyl]amino]ethylamino]-1-phosphonopentyl]phosphonic acid
  参考文献：
  名称：

  Synthesis of novel phosphonated tripodal ligands for actinides chelation therapy

  摘要：

  Efficient synthetic routes for preparation of a new family of aldehyde-bisphosphonate conjugates were presented. These compounds appeared as promising intermediates for incorporation of bisphosphonate moiety in various substrates under mild conditions. We report here a first application to the synthesis of a series of three phosphonated tripods designed for actinides chelation therapy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.094
• 作为产物：
  描述：

  tetraethyl (2-methoxyethane-1,1-diyl)bis(phosphonate) 在 对甲苯磺酸 、 magnesium 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 26.5h， 生成 tetraethyl (4-(1,3-dioxolan-2-yl)butylidene)bisphosphonate
  参考文献：
  名称：

  Synthesis of novel phosphonated tripodal ligands for actinides chelation therapy

  摘要：

  Efficient synthetic routes for preparation of a new family of aldehyde-bisphosphonate conjugates were presented. These compounds appeared as promising intermediates for incorporation of bisphosphonate moiety in various substrates under mild conditions. We report here a first application to the synthesis of a series of three phosphonated tripods designed for actinides chelation therapy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.094

文献信息

• Michael addition of Grignard reagents to tetraethyl ethenylidenebisphosphonate
  作者：Marco L Lolli、Loretta Lazzarato、Antonella Di Stilo、Roberta Fruttero、Alberto Gasco

  DOI：10.1016/s0022-328x(02)01179-8

  日期：2002.5

  Tetraethyl ethenylidenebisphosphonate can undergo facile Michael type addition reaction with simple Grignard reagents to give alkyl, arylalkyl, aryl C-substituted methylene bisphosphonates. This addition easily occurs even if funtionalised Grignard reagents are used.

  乙撑亚乙基双膦酸酯四乙酯可以与简单的格氏试剂进行容易的迈克尔型加成反应，得到烷基，芳基烷基，芳基C-取代的亚甲基双膦酸酯。即使使用功能化的格氏试剂，这种添加也很容易发生。