Dibenzyl 1-bis((benzyloxy)phosphinyl)ethenyl phosphate

• 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: Dibenzyl 1-bis((benzyloxy)phosphinyl)ethenyl phosphate
• 英文别名: Dibenzyl 1-bis(phenylmethoxy)phosphorylethenyl phosphate
• 化学式: C₃₀H₃₀O₇P₂
• 分子量: 564.512
• InChiKey: UCUYOLJDDXLEQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  溴乙酰氯 、 亚磷酸二苄酯 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到Dibenzyl 1-bis((benzyloxy)phosphinyl)ethenyl phosphate
  参考文献：
  名称：

  Single-Step Preparation of 1-Hydroxybisphosphonates via Addition of Dialkyl Phosphite Potassium Anions to Acid Chlorides

  摘要：

  The addition reaction between the potassium anion of dialkyl phosphites and acid chlorides at low temperature produced tetraalkyl 1-hydroxybisphosphonates, whereas the corresponding lithium anion gave mostly the rearranged products tetraalkyl phosphono phosphates. The rate of rearrangement was found to be dramatically accelerated by the presence of bulky substituents at the a-position of the acid chloride. Intermediates arising from the addition of dibenzyl phosphite anion rearranged more readily than those obtained from diethyl phosphite anion, but again less so for the potassium anion reagent.

  DOI：

  10.1021/jo00121a044

文献信息

• Single-Step Preparation of 1-Hydroxybisphosphonates via Addition of Dialkyl Phosphite Potassium Anions to Acid Chlorides
  作者：Rejean Ruel、Jean-Pierre Bouvier、Robert N. Young

  DOI：10.1021/jo00121a044

  日期：1995.8

  The addition reaction between the potassium anion of dialkyl phosphites and acid chlorides at low temperature produced tetraalkyl 1-hydroxybisphosphonates, whereas the corresponding lithium anion gave mostly the rearranged products tetraalkyl phosphono phosphates. The rate of rearrangement was found to be dramatically accelerated by the presence of bulky substituents at the a-position of the acid chloride. Intermediates arising from the addition of dibenzyl phosphite anion rearranged more readily than those obtained from diethyl phosphite anion, but again less so for the potassium anion reagent.