(α-diethoxyphosphoryl-benzyl)-malonic acid diethyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (α-diethoxyphosphoryl-benzyl)-malonic acid diethyl ester
• 英文别名: (α-Diaethoxyphosphoryl-benzyl)-malonsaeure-diaethylester；Diethyl 2-[[diethoxy(oxido)phosphaniumyl]-phenylmethyl]propanedioate；diethyl 2-[[diethoxy(oxido)phosphaniumyl]-phenylmethyl]propanedioate
• 化学式: C₁₈H₂₇O₇P
• 分子量: 386.382
• InChiKey: PBYBPTMQOAFVOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  亚苯甲基丙二酸二乙酯 、 亚磷酸三乙酯 在 silica-supported perchloric acid 作用下， 反应 1.0h， 以55%的产率得到(α-diethoxyphosphoryl-benzyl)-malonic acid diethyl ester
  参考文献：
  名称：

  HClO4-SiO2 as a Novel and Recyclable Catalyst for the Phospha-Michael Addition of Phosphorous Nucleophiles to α,β-Unsaturated Malonates

  摘要：

  描述了一种高效合成β-膦酸丙二酸酯的方法，通过在HClO4-SiO2这一新型且可回收催化剂的存在下，利用磷亲核试剂对α,β-不饱和丙二酸酯进行膦-迈克尔加成反应。

  DOI：

  10.1055/s-0029-1220069

文献信息

• Phospha-Michael addition of diethyl phosphite to α,β-unsaturated malonates catalyzed by nano γ-Fe2O3-pyridine based catalyst as a new magnetically recyclable heterogeneous organic base
  作者：Sara Sobhani、Mahboobeh Bazrafshan、Amin Arabshahi Delluei、Zahra Pakdin Parizi

  DOI：10.1016/j.apcata.2013.01.009

  日期：2013.3

  Nano γ-Fe2O3-pyridine based catalyst as a new magnetically recyclable heterogeneous organic base was synthesized. The synthesized odorless pyridine based catalyst was used as a new catalyst for the efficient synthesis of β-phosphonomalonates by the reaction of diethyl phosphite with α,β-unsaturated malonates. The catalyst was easily isolated from the reaction mixture by a magnetic bar and reused at

  纳米了γ-Fe 2 ö 3基于吡啶催化剂作为新的磁可回收异构有机碱的合成。合成的无味吡啶基催化剂被用作通过亚磷酸二乙酯与α，β-不饱和丙二酸酯反应有效合成β-膦酰基丙二酸酯的新催化剂。容易通过磁力棒将催化剂从反应混合物中分离出来，并重复使用至少10次，而活性没有明显降低。
• Phosphonomethylation of malonic and cyanoagetic esters
  作者：B. E. Ivanov、L. A. Kudryavtseva、T. G. Bykova

  DOI：10.1007/bf00907048

  日期：1969.4
• Phospha-Michael Addition to In Situ Prepared 5-Arylmethylidene Meldrum’s Acids
  作者：Mehdi Adib、Ehsan Sheikhi、Narjes Rezaei、Hamid Bijanzadeh、Peiman Mirzaei

  DOI：10.1055/s-0033-1341085

  日期：——

  Knoevenagel condensation reaction of an aldehyde and Meldrum's acid produces a 5-arylmethylidene Meldrum's acid, which undergoes Michael addition of a trialkyl phosphite under solvent-free conditions to afford the title compounds in good yields.
• HClO4-SiO2 as a Novel and Recyclable Catalyst for the Phospha-Michael Addition of Phosphorous Nucleophiles to α,β-Unsaturated Malonates
  作者：Sara Sobhani、Soodabeh Rezazadeh

  DOI：10.1055/s-0029-1220069

  日期：2010.6

  An efficient synthesis of β-phosphono malonates via phospha-Michael addition of phosphorous nucleophiles to α,β-unsaturated malonates in the presence of HClO4-SiO2 as a new and ­recyclable catalyst is described.

  描述了一种高效合成β-膦酸丙二酸酯的方法，通过在HClO4-SiO2这一新型且可回收催化剂的存在下，利用磷亲核试剂对α,β-不饱和丙二酸酯进行膦-迈克尔加成反应。