13,16,19,22,28,29,30-heptaazatetracyclo[22.3.1.12,6.17,11]triacosa-1(28),2,4,6(29),7,9,11(30),24,26-nonaene-13,16,19,22-tetraacetic acid 13,16,19,22-tetrakis(1,1-dimethylethyl) ester | 1258221-13-4

• 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: 13,16,19,22,28,29,30-heptaazatetracyclo[22.3.1.12,6.17,11]triacosa-1(28),2,4,6(29),7,9,11(30),24,26-nonaene-13,16,19,22-tetraacetic acid 13,16,19,22-tetrakis(1,1-dimethylethyl) ester
• CAS: 1258221-13-4
• 化学式: C₄₇H₆₉N₇O₈
• 分子量: 860.107
• InChiKey: QKUZHVYDLXBOPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  62.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  156.83
• 氢给体数：
  0.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  13,16,19,22,28,29,30-heptaazatetracyclo[22.3.1.12,6.17,11]triacosa-1(28),2,4,6(29),7,9,11(30),24,26-nonaene-13,16,19,22-tetraacetic acid 13,16,19,22-tetrakis(1,1-dimethylethyl) ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以92%的产率得到13,16,19,22,28,29,30-heptaazatetracyclo[22.3.1.12,6.17,11]triacosa-1(28),2,4,6(29),7,9,11(30),24,26-nonaene-13,16,19,22-tetraacetic acid
  参考文献：
  名称：

  Polyazamacrocycles based on a tetraaminoacetate moiety and a (poly)pyridine intracyclic unit: direct synthesis and application to the photosensitization of Eu(III) and Tb(III) ions in aqueous solutions

  摘要：

  A series of five new 15-, 18- or 21-membered polyazamacrocycles (L-1-L-5) based on a pyridine, bipyridine or terpyridine unit and a triethylenetetraminetetraacetic acid (TTTA) skeleton is described. In ligands L-4 and L-5 the azaheterocycle contains an additional extracyclic functionality (ester group) suitable for covalently attachment to bioactive molecules. The synthetic procedure is based on the use of a linear tetra-N-alkylated tetramine synthon incorporating masked acetate arms and an efficient metal template ion effect, which controls the crucial macrocyclization step. In the case of L-1-L-3, the formation of lanthanide complexes with europium(III) and terbium(III) was investigated and the fluorescence characteristics of the complexes were established. In this series, the terbium(III) complex derived from the bipyridine ligand exhibits the highest lifetime and quantum yield values (tau=2.18 ms, Phi=26%). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.052
• 作为产物：
  描述：

  tetra-tert-butyl N,N'''-triethylenetetramine N,N',N'',N'''-tetraacetate 、 6,6''-bis(bromomethyl)-2,2':6',2''-terpyridine 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 25.0h， 以39%的产率得到13,16,19,22,28,29,30-heptaazatetracyclo[22.3.1.12,6.17,11]triacosa-1(28),2,4,6(29),7,9,11(30),24,26-nonaene-13,16,19,22-tetraacetic acid 13,16,19,22-tetrakis(1,1-dimethylethyl) ester
  参考文献：
  名称：

  Polyazamacrocycles based on a tetraaminoacetate moiety and a (poly)pyridine intracyclic unit: direct synthesis and application to the photosensitization of Eu(III) and Tb(III) ions in aqueous solutions

  摘要：

  A series of five new 15-, 18- or 21-membered polyazamacrocycles (L-1-L-5) based on a pyridine, bipyridine or terpyridine unit and a triethylenetetraminetetraacetic acid (TTTA) skeleton is described. In ligands L-4 and L-5 the azaheterocycle contains an additional extracyclic functionality (ester group) suitable for covalently attachment to bioactive molecules. The synthetic procedure is based on the use of a linear tetra-N-alkylated tetramine synthon incorporating masked acetate arms and an efficient metal template ion effect, which controls the crucial macrocyclization step. In the case of L-1-L-3, the formation of lanthanide complexes with europium(III) and terbium(III) was investigated and the fluorescence characteristics of the complexes were established. In this series, the terbium(III) complex derived from the bipyridine ligand exhibits the highest lifetime and quantum yield values (tau=2.18 ms, Phi=26%). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.052