4,5-bis{2-[2-2-(2-hydroxyethoxy)ethoxy]ethoxy}phthalic acid dimethyl ester | 841260-37-5

• 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: 4,5-bis{2-[2-2-(2-hydroxyethoxy)ethoxy]ethoxy}phthalic acid dimethyl ester
• 英文别名: Dimethyl 4,5-bis[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]benzene-1,2-dicarboxylate
• CAS: 841260-37-5
• 化学式: C₂₂H₃₄O₁₂
• 分子量: 490.505
• InChiKey: FPZIJQVKMYTMTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  34
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4,5-bis{2-[2-2-(2-hydroxyethoxy)ethoxy]ethoxy}phthalic acid dimethyl ester 在 氢氧化钾 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 2.0h， 生成 14-(2-tert-butoxycarbonylaminoethyl)-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Luminescent Crown Ether Amino Acids:  Selective Binding to N-terminal Lysine in Peptides

  摘要：

  Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.

  DOI：

  10.1021/jo048105y
• 作为产物：
  描述：

  4,5-双(羟基)邻苯二甲酸二甲酯 、 三乙二醇单对甲苯磺酸酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以79%的产率得到4,5-bis{2-[2-2-(2-hydroxyethoxy)ethoxy]ethoxy}phthalic acid dimethyl ester
  参考文献：
  名称：

  Luminescent Crown Ether Amino Acids:  Selective Binding to N-terminal Lysine in Peptides

  摘要：

  Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.

  DOI：

  10.1021/jo048105y

文献信息

• Luminescent Crown Ether Amino Acids:  Selective Binding to <i>N</i>-terminal Lysine in Peptides
  作者：Christian P. Mandl、Burkhard König

  DOI：10.1021/jo048105y

  日期：2005.1.1

  Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.