1,3-bis<3,5-bis(ethoxycarbonyl)-1H-pyrazol-1-yl>propane | 160293-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis<3,5-bis(ethoxycarbonyl)-1H-pyrazol-1-yl>propane
• 英文别名: Diethyl 1-[3-[3,5-bis(ethoxycarbonyl)pyrazol-1-yl]propyl]pyrazole-3,5-dicarboxylate
• CAS: 160293-45-8
• 化学式: C₂₁H₂₈N₄O₈
• 分子量: 464.475
• InChiKey: VVAZOFGELZBWSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  二乙二醇单甲醚 、 1,3-bis<3,5-bis(ethoxycarbonyl)-1H-pyrazol-1-yl>propane 在 Mucor miehei lipase 作用下， 以 甲苯 为溶剂， 反应 288.0h， 以18%的产率得到1,3-bis<3-(3,6-dioxaheptyloxycarbonyl)-5-ethoxycarbonyl-1H-pyrazol-1-yl>propane
  参考文献：
  名称：

  Regioselective Mucor miehei lipase catalyzed synthesis of podands containing a 1,3-bis(1H-Pyrazol-1-yl)propane unit

  摘要：

  The synthesis of podands (acyclic crown ethers) including a 1,3-bis(1H-pyrazol-1-yl)propane unit in their molecule is described. The key step of this synthesis was a regoioselective lipase-catalyzed transesterification of the dipyrazolic tetraethylester 1 with monomethylether polyethyleneglycols. The ionophoric properties of the podands 4a-d as carriers of cations were evaluated. Molecular modelling studies and quantum-chemical calculations were used in order to elucidate the superestructures of the complexes with ammonium cations.

  DOI：

  10.1016/0040-4020(94)01106-a
• 作为产物：
  描述：

  1,3-二溴丙烷 、 3,5-吡唑羧酸二乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以84%的产率得到1,3-bis<3,5-bis(ethoxycarbonyl)-1H-pyrazol-1-yl>propane
  参考文献：
  名称：

  Regioselective Mucor miehei lipase catalyzed synthesis of podands containing a 1,3-bis(1H-Pyrazol-1-yl)propane unit

  摘要：

  The synthesis of podands (acyclic crown ethers) including a 1,3-bis(1H-pyrazol-1-yl)propane unit in their molecule is described. The key step of this synthesis was a regoioselective lipase-catalyzed transesterification of the dipyrazolic tetraethylester 1 with monomethylether polyethyleneglycols. The ionophoric properties of the podands 4a-d as carriers of cations were evaluated. Molecular modelling studies and quantum-chemical calculations were used in order to elucidate the superestructures of the complexes with ammonium cations.

  DOI：

  10.1016/0040-4020(94)01106-a

文献信息

• Regioselective lipase catalyzed synthesis of diester crowns. New asymmetric macrocycles containing a 1,3-bis(1H-pyrazol-1-yl)propane unit
  作者：Santiago Conde、Marta Fierros、Isabel Dorronsoro、María Luisa Jimeno、María Isabel Rodríguez-Franco

  DOI：10.1016/s0040-4020(97)00727-8

  日期：1997.8

  Regioselective lipase catalyzed intramolecular transesterification of dipyrazolic tetraester 1 with di-, tri- and tetraethyleneglycol afforded symmetric and, in smaller amounts, asymmetric diester crowns including a 1,3-bis(1H-pyrazol-1-yl)propane unit. Their structures have been unequivocally elucidated after their 1H and 13C NMR spectra and INEPT experiments.

  区域选择性脂肪酶催化的二吡唑四酯1与二，三和四乙二醇的分子内酯交换反应提供了对称的，少量的不对称二酯冠，包括1,3-双（1 H-吡唑-1-基）丙烷单元。在其1 H和13 C NMR光谱以及INEPT实验之后，已明确阐明了它们的结构。
• Intermediates in the synthesis of dipyrazolic podands and ester crowns via regioselective lipase catalyzed hydrolysis of a tetraester
  作者：Santiago Conde、Isabel Dorronsoro、Marta Fierros、María Isabel Rodríguez-Franco

  DOI：10.1016/s0040-4020(96)01171-4

  日期：1997.2

  In this work we study the Mitcor miehei lipase-catalyzed hidrolysis of 1,3-bis[3,5-bis(ethoxycarbonyl)-1H-pyrazol-1-yl]prop and the potential usefulness of the resulting acids as intermediates in the synthesis of podand and crown esters. (C) 1997 Elsevier Science Ltd.
• Regioselective Mucor miehei lipase catalyzed synthesis of podands containing a 1,3-bis(1H-Pyrazol-1-yl)propane unit
  作者：Marta Fierros、Santiago Conde、Ana Martínez、Pilar Navarro、María Isabel Rodríguez-Franco

  DOI：10.1016/0040-4020(94)01106-a

  日期：1995.2

  The synthesis of podands (acyclic crown ethers) including a 1,3-bis(1H-pyrazol-1-yl)propane unit in their molecule is described. The key step of this synthesis was a regoioselective lipase-catalyzed transesterification of the dipyrazolic tetraethylester 1 with monomethylether polyethyleneglycols. The ionophoric properties of the podands 4a-d as carriers of cations were evaluated. Molecular modelling studies and quantum-chemical calculations were used in order to elucidate the superestructures of the complexes with ammonium cations.