3,5-bis-(4-piperazin-1-yl-butoxy)benzoic acid methyl ester | 749870-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-bis-(4-piperazin-1-yl-butoxy)benzoic acid methyl ester
• 英文别名: Methyl 3,5-bis(4-piperazin-1-ylbutoxy)benzoate
• CAS: 749870-75-5
• 化学式: C₂₄H₄₀N₄O₄
• 分子量: 448.606
• InChiKey: LRGXDNLDPRJDNP-UHFFFAOYSA-N

物化性质

• 沸点：
  587.0±50.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,5-bis(4-oxobutoxy)benzoic acid methyl ester 、 3,5-bis-(4-piperazin-1-yl-butoxy)benzoic acid methyl ester 在 acetylacetonatodicarbonylrhodium(l) 氢气 作用下， 以 甲苯 为溶剂， 50.0 ℃ 、4.0 MPa 条件下， 反应 18.0h， 以31%的产率得到Dimethyl 6,12,25,31-tetraoxa-1,17,20,36-tetrazapentacyclo[34.2.2.217,20.17,11.126,30]tetratetraconta-7(44),8,10,26,28,30(41)-hexaene-9,28-dicarboxylate
  参考文献：
  名称：

  Complexation of Metals with Piperazine-Containing Azamacrocyclic Fluorophores

  摘要：

  Azamacrocyclic fluorophores containing piperazine units were synthesized using sequential rhodium-catalyzed regioselective hydroformylation-reductive amination. A piperazine unit is introduced into the macrocycles to act simultaneously as electron donor and binding site. The macrocycles chelate divalent cations, either Zn2+ or Co2+, which considerably enhanced fluorescence. Complexation with Zn2+ was additionally confirmed by NMR.

  DOI：

  10.1021/jo049465o
• 作为产物：
  描述：

  3,5-双(烯丙氧基)苯羧酸甲酯 在 acetylacetonatodicarbonylrhodium(l) titanium(IV) isopropylate 、 氢气 、 sodium cyanoborohydride 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 20.0~70.0 ℃ 、2.0 MPa 条件下， 反应 40.5h， 生成 3,5-bis-(4-piperazin-1-yl-butoxy)benzoic acid methyl ester
  参考文献：
  名称：

  Complexation of Metals with Piperazine-Containing Azamacrocyclic Fluorophores

  摘要：

  Azamacrocyclic fluorophores containing piperazine units were synthesized using sequential rhodium-catalyzed regioselective hydroformylation-reductive amination. A piperazine unit is introduced into the macrocycles to act simultaneously as electron donor and binding site. The macrocycles chelate divalent cations, either Zn2+ or Co2+, which considerably enhanced fluorescence. Complexation with Zn2+ was additionally confirmed by NMR.

  DOI：

  10.1021/jo049465o

文献信息

• Complexation of Metals with Piperazine-Containing Azamacrocyclic Fluorophores
  作者：Goran Angelovski、Burkhard Costisella、Branko Kolarić、Martin Engelhard、Peter Eilbracht

  DOI：10.1021/jo049465o

  日期：2004.8.1

  Azamacrocyclic fluorophores containing piperazine units were synthesized using sequential rhodium-catalyzed regioselective hydroformylation-reductive amination. A piperazine unit is introduced into the macrocycles to act simultaneously as electron donor and binding site. The macrocycles chelate divalent cations, either Zn2+ or Co2+, which considerably enhanced fluorescence. Complexation with Zn2+ was additionally confirmed by NMR.