3-butenylidynetrisphosphonic acid hexaethyl ester | 1337993-70-0

• 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: 3-butenylidynetrisphosphonic acid hexaethyl ester
• 英文别名: 4,4,4-Tris(diethoxyphosphoryl)but-1-ene
• CAS: 1337993-70-0
• 化学式: C₁₆H₃₅O₉P₃
• 分子量: 464.37
• InChiKey: GIHFXCZYEHHBNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-butenylidynetrisphosphonic acid hexaethyl ester 在 palladium on activated charcoal 、 氢气 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以84%的产率得到butylidynetrisphosphonic acid hexaethyl ester
  参考文献：
  名称：

  Synthesis and Reactivity of Alkyl-1,1,1-trisphosphonate Esters

  摘要：

  The alpha-trisphosphonic acid esters provide a unique spatial arrangement of three phosphonate groups and may represent an attractive motif for inhibitors of enzymes that utilize di- or triphosphate substrates To advance studies of this unique functionality, a general route to alkyl derivatives of the parent system (R = H) has been developed. A set of new alpha-alkyl-1,1,1-trisphosphonate esters has been prepared through phosphinylation and subsequent oxidation of tetraethyl alkylbisphosphonates, and the reactivity of these new compounds has been studied in representative reactions that afford additional examples of this functionality.

  DOI：

  10.1021/jo201523w
• 作为产物：
  描述：

  在 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以987 mg的产率得到3-butenylidynetrisphosphonic acid hexaethyl ester
  参考文献：
  名称：

  Synthesis and Reactivity of Alkyl-1,1,1-trisphosphonate Esters

  摘要：

  The alpha-trisphosphonic acid esters provide a unique spatial arrangement of three phosphonate groups and may represent an attractive motif for inhibitors of enzymes that utilize di- or triphosphate substrates To advance studies of this unique functionality, a general route to alkyl derivatives of the parent system (R = H) has been developed. A set of new alpha-alkyl-1,1,1-trisphosphonate esters has been prepared through phosphinylation and subsequent oxidation of tetraethyl alkylbisphosphonates, and the reactivity of these new compounds has been studied in representative reactions that afford additional examples of this functionality.

  DOI：

  10.1021/jo201523w

文献信息

• Synthesis and Reactivity of Alkyl-1,1,1-trisphosphonate Esters
  作者：Jacqueline P. Smits、David F. Wiemer

  DOI：10.1021/jo201523w

  日期：2011.11.4

  The alpha-trisphosphonic acid esters provide a unique spatial arrangement of three phosphonate groups and may represent an attractive motif for inhibitors of enzymes that utilize di- or triphosphate substrates To advance studies of this unique functionality, a general route to alkyl derivatives of the parent system (R = H) has been developed. A set of new alpha-alkyl-1,1,1-trisphosphonate esters has been prepared through phosphinylation and subsequent oxidation of tetraethyl alkylbisphosphonates, and the reactivity of these new compounds has been studied in representative reactions that afford additional examples of this functionality.