{bis-[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-ethy]-amino}-acetic acid ethyl ester | 20715-98-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: {bis-[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-ethy]-amino}-acetic acid ethyl ester
• 英文别名: ethyl 2-[bis[2-(1,3-dioxoisoindol-2-yl)ethyl]amino]acetate
• CAS: 20715-98-4
• 化学式: C₂₄H₂₃N₃O₆
• 分子量: 449.463
• InChiKey: YMUNZVOYZMWGGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {bis-[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-ethy]-amino}-acetic acid ethyl ester 在 肼 作用下， 以 乙醇 为溶剂， 以60%的产率得到2,3-Dihydro-phthalazine-1,4-dione; compound with 4-(2-amino-ethyl)-piperazin-2-one
  参考文献：
  名称：

  邻苯二甲酰亚胺：晶体中的超分子相互作用、超敏溶液 1H-NMR 动力学和向铕 (III) 和铽 (III) 态的能量转移

  摘要：

  Detailed crystal structures and H-1-NMR characteristics of some alkylaminephthalimides, including dendritic polyphthalimides, are reported. These investigations were undertaken in order to obtain a better understanding of the relationship between solid-state supramolecular interactions, their persistence in solution and associated dynamics of magnetically hypersensitive phthalimide aromatic AA'BB'-AA'XX' proton NMR resonances. Some alkylamine phthalimides feature folded molecular geometries, which we attribute to n-pi interactions among proximal amine-phthalimide sites; those alkylamine-phthalimides that have no possibility for such interactions feature fully extended phthalimide functionalities. Accordingly, alkylamine phthalimide compounds with folded solid-state geometries feature solvent and temperature dependent hypersensitive AA'BB'-AA'XX' H-1-NMR line profiles, which we attribute to the n-pi interactions. Luminescence of Eu3+(D-5(o)) and Tb3+(D-5(4)) states show well defined metal ion environments in their complexes with dendritic phthalimides, as well as relatively weak phthalimide-lanthanide(III) interactions.

  DOI：

  10.3390/80700565
• 作为产物：
  描述：

  bis(phthalimidylethyl)amine 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以65%的产率得到{bis-[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-ethy]-amino}-acetic acid ethyl ester
  参考文献：
  名称：

  邻苯二甲酰亚胺：晶体中的超分子相互作用、超敏溶液 1H-NMR 动力学和向铕 (III) 和铽 (III) 态的能量转移

  摘要：

  Detailed crystal structures and H-1-NMR characteristics of some alkylaminephthalimides, including dendritic polyphthalimides, are reported. These investigations were undertaken in order to obtain a better understanding of the relationship between solid-state supramolecular interactions, their persistence in solution and associated dynamics of magnetically hypersensitive phthalimide aromatic AA'BB'-AA'XX' proton NMR resonances. Some alkylamine phthalimides feature folded molecular geometries, which we attribute to n-pi interactions among proximal amine-phthalimide sites; those alkylamine-phthalimides that have no possibility for such interactions feature fully extended phthalimide functionalities. Accordingly, alkylamine phthalimide compounds with folded solid-state geometries feature solvent and temperature dependent hypersensitive AA'BB'-AA'XX' H-1-NMR line profiles, which we attribute to the n-pi interactions. Luminescence of Eu3+(D-5(o)) and Tb3+(D-5(4)) states show well defined metal ion environments in their complexes with dendritic phthalimides, as well as relatively weak phthalimide-lanthanide(III) interactions.

  DOI：

  10.3390/80700565