3,5-bis(4-oxobutoxy)benzoic acid methyl ester | 749870-73-3

• 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-oxobutoxy)benzoic acid methyl ester
• 英文别名: Methyl 3,5-bis(4-oxobutoxy)benzoate
• CAS: 749870-73-3
• 化学式: C₁₆H₂₀O₆
• 分子量: 308.331
• InChiKey: DINUKTLCIUAKHD-UHFFFAOYSA-N

物化性质

• 沸点：
  480.3±45.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-bis(4-oxobutoxy)benzoic acid methyl ester 在 titanium(IV) isopropylate 、 sodium cyanoborohydride 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 22.5h， 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
• 作为产物：
  描述：

  一氧化碳 、 3,5-双(烯丙氧基)苯羧酸甲酯 在 acetylacetonatodicarbonylrhodium(l) 氢气 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 70.0 ℃ 、2.0 MPa 条件下， 反应 18.0h， 以71%的产率得到3,5-bis(4-oxobutoxy)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

• Fluorescence screening of tartaric acid-derived azamacrocycles synthesized via sequential hydroformylation/reductive amination as potential ligands for asymmetric catalysis
  作者：Goran Angelovski、Mark D. Keränen、Peter Eilbracht

  DOI：10.1016/j.tetasy.2005.03.035

  日期：2005.6

  Azamacrocycles containing a tartaric acid-derived unit and aryl units were synthesized via rhodium-catalyzed hydroformylation while the subsequent reductive amination was carried out in a tandem or stepwise fashion. Upon fluorescence emission experiments, some of the macrocycles showed chelating affinities toward transition metals such as zinc or rhodium.

  通过铑催化的加氢甲酰基化合成包含酒石酸衍生的单元和芳基单元的氮杂大环，随后以串联或逐步方式进行还原胺化。在荧光发射实验中，一些大环化合物显示出对过渡金属（例如锌或铑）的螯合亲和力。
• 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.