7-benzyl-15-methyl-1,7,13-triazabicyclo[11.3.1]heptadec-15-ene-14,17-dione | 904316-13-8

• 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: 7-benzyl-15-methyl-1,7,13-triazabicyclo[11.3.1]heptadec-15-ene-14,17-dione
• 英文别名: 7-Benzyl-15-methyl-1,7,13-triazabicyclo[11.3.1]heptadec-15-ene-14,17-dione
• CAS: 904316-13-8
• 化学式: C₂₂H₃₁N₃O₂
• 分子量: 369.507
• InChiKey: KFVGMQLASWDTPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-benzyl-15-methyl-1,7,13-triazabicyclo[11.3.1]heptadec-15-ene-14,17-dione 、 对甲苯磺酸甲酯 反应 6.0h， 以100%的产率得到7-benzyl-7,15-dimethyl-16,17-dioxo-1,13-diaza-7-azoniabicyclo[11.3.1]heptadec-14-ene 4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis of pyrimidinocyclophanes having a bridging nitrogen atom

  摘要：

  Reactions of 1,3-bis(omega-bromoalkyl)-substituted uracils, quinazoline-2,4-dione, and 5-methyl-1,3,5-triazine-2,4,6-trione and 1,3-bis(m-bromomethylbenzyl)-5-bromouracil with amines (aliphatic amines, benzylamines, naphthylmethanamine, and anisidine) gave a series of macrocyclic compounds having one pyrimidine or triazine fragment and an azapolymethylene bridge connecting the N-1 and N-3 atoms of the heteroring. The bridging nitrogen atom in some macrocyclic compounds was subjected to quaternization with methyl p-toluenesulfonate.

  DOI：

  10.1134/s1070428008060183
• 作为产物：
  描述：

  thymine disodium salt 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 12.0h， 生成 7-benzyl-15-methyl-1,7,13-triazabicyclo[11.3.1]heptadec-15-ene-14,17-dione
  参考文献：
  名称：

  Synthesis and structures of pyrimidinophanes containing a nitrogen atom in the bridge

  摘要：

  1,3-双(5-溴戊基)-5-甲基-或1,3-双(5-溴戊基)-6-甲基-尿嘧啶与苄胺的反应产生了嘧啶并环，其中氮原子位于聚亚甲基桥上。单晶X射线衍射研究以及溶液中的核磁共振和紫外光谱研究证明，大环中的苯基和尿嘧啶片段在空间上接近。与已知的大环含有嘧啶环不同，正在研究的嘧啶并环在构象上是刚性的。

  DOI：

  10.1007/s11172-006-0292-1

文献信息

• Structure of pyrimidinocyclophanes in solution by NMR
  作者：Leisan Galiullina、Anton Nikolaev、Vyacheslav Semenov、Vladimir Reznik、Shamil Latypov

  DOI：10.1016/j.tet.2006.04.064

  日期：2006.7

  The conformations and self-associative properties of novel pyrimidinocyclophanes with a substituted nitrogen atom in a spacer have been studied using several independent NMR methods (NOE, aromatic shielding effect, 2D DOSY, GIAO DFT chemical shift calculations, DNMR) in a variety of solvents, in acidic and basic media. At room temperature the title compounds in neutral solution are in slow exchange on the NMR time-scale and exist in a folded conformation. In the acidic medium protonation occurs at the bridge nitrogen, and that leads to dramatic modifications of the structure and dynamics of the compound. The protonated form exists at the equilibrium of 'folded' and 'extended' conformers. Moreover, the protonated form is prone to association and can be effectively described as a dimer at room temperature. (c) 2006 Elsevier Ltd. All rights reserved.