3,15-dioxo-9-ethyl-9-methoxy-1,4,5,6,7,8,10,11,12,13,14,17,18,19,20,21,22,23-octadecadehydro-2,16,22,23-tetraazatetracyclo<15,4,0,1^4,8,1^10,14>tricosane | 133421-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3,15-dioxo-9-ethyl-9-methoxy-1,4,5,6,7,8,10,11,12,13,14,17,18,19,20,21,22,23-octadecadehydro-2,16,22,23-tetraazatetracyclo<15,4,0,1^4,8,1^10,14>tricosane
• 英文别名: 3,15-dioxo-9-ethyl-9-methoxy-1,4,5,6,7,8,10,11,12,13,14,17,18,19,20,21,22,23-octadecadehydro-2,16,22,23-tetraazatetracyclo[15,4,0,1^4,8,1^10,14]tricosane；2-Ethyl-2-methoxy-9,16,22,23-tetrazatetracyclo[16.3.1.13,7.010,15]tricosa-1(21),3,5,7(23),10,12,14,18(22),19-nonaene-8,17-dione
• CAS: 133421-29-1
• 化学式: C₂₂H₂₀N₄O₃
• 分子量: 388.426
• InChiKey: MFYLDDSPKQDSMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  93.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  nickel diacetate 、 3,15-dioxo-9-ethyl-9-methoxy-1,4,5,6,7,8,10,11,12,13,14,17,18,19,20,21,22,23-octadecadehydro-2,16,22,23-tetraazatetracyclo<15,4,0,1^4,8,1^10,14>tricosane 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  大环13元和14元二吡啶基甲酰胺的配位化学；3,15-二氧代-9-乙基-9-甲氧基-1,4,5,6,7,8,10,11,12,13,14,17,18的去质子化Ni（II）配合物的晶体结构，19,20,21,22,23-octadecadehydro-2,16,22,23-tetraazatetracyclo [15.4.0.14,8.110,14]三os烷

  摘要：

  已经制备了先前研究的13元大环二吡啶基甲酰胺的一些14元类似物。配体与几种金属离子形成络合物。带有13和14元环的去质子化配体的Ni（II）和Cu（II）配合物的光谱研究表明，镍配合物具有方形平面配位，而铜配合物则为方形锥体或八面体。在Pd（II）和Ni（II）的情况下，观察到了显着的选择性，与13位元环相比，Pd（II）和Ni（II）形成去质子化的配合物要快得多。13元大环标题Ni（II）配合物的结构已通过X射线衍射确定。晶体数据：a = 8.446（1），b = 10.034（1），c = 11.209（1）A，a = 84.09（1），β= 74.33（1），γ= 87.10（1）°，三斜晶系，P ，Z = 2。复杂的有点弯曲。四个氮原子采用平面配位几何构型，平均距离为Ni-N（酰胺）= 1.820和Ni-N（吡啶）= 1.848A。分子形成了一层结构，除了范德华之外还通过静电相互作用保持在一起'

  DOI：

  10.1016/s0020-1693(00)82899-6
• 作为产物：
  描述：

  1,1-bis(6-carboxy-2-pyridyl)-1-methoxypropane 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 3,15-dioxo-9-ethyl-9-methoxy-1,4,5,6,7,8,10,11,12,13,14,17,18,19,20,21,22,23-octadecadehydro-2,16,22,23-tetraazatetracyclo<15,4,0,1^4,8,1^10,14>tricosane
  参考文献：
  名称：

  Synthesis and structure of macrocyclic amides containing a 2,2'-dipyridylmethane unit. A new class of chiral macrocyclic ligands

  摘要：

  A novel class of 13-membered tetraaza rings containing dipyridylmethaneamide units was obtained by condensation of 1,2-diamines with 1,1-bis[6-(chloroformyl)-2-pyridyl]-1-methoxypropane. By use of trans-1,2-diaminocyclohexane, a chiral macrocyclic amide was obtained, while the cis isomer afforded two diastereomeric pseudochiral compounds. The chiral ligand yielded a square-planar complex with Ni(II) by loss of the amide protons, with the chirality close to the metal center. The structures of the two macrocyclic dipyridylmethane amides derived from (R,R)- and (R,S)-diaminocyclohexane (5a and 6a, respectively), and that of 1,1-bis(6-carboxy-2-pyridyl)-1-methoxypropane (1) were studied by X-ray diffraction. In the crystal of 1-monohydrate, the dipyridylmethane moiety adopts an anti conformation with the two aromatic rings nearly perpendicular to one another. The crystal of 5a and that of 6a contain two and three crystallographically independent molecules, respectively. These five macrocycles are very similar in their overall bowllike shape but exhibit minor conformational differences. H-1 NMR studies demonstrate that similar conformations are maintained in solution.

  DOI：

  10.1021/jo00010a030