26-Bromo-7,12,13,18,29,30-hexathia-1,9,10,15,16,24-hexazatetracyclo[22.3.1.18,11.114,17]triaconta-8,10,14,16,26-pentaene-25,28-dione | 1314803-63-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 26-Bromo-7,12,13,18,29,30-hexathia-1,9,10,15,16,24-hexazatetracyclo[22.3.1.18,11.114,17]triaconta-8,10,14,16,26-pentaene-25,28-dione
• 英文别名: 26-bromo-7,12,13,18,29,30-hexathia-1,9,10,15,16,24-hexazatetracyclo[22.3.1.18,11.114,17]triaconta-8,10,14,16,26-pentaene-25,28-dione
• CAS: 1314803-63-8
• 化学式: C₁₈H₂₁BrN₆O₂S₆
• 分子量: 625.704
• InChiKey: DRIRTBBEXCDUOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  250
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1,3-bis[5-(5-mercapto-1,3,4-thiadiazole-2-ylthio)pentyl]-5-bromouracil 在 碘 、 三乙胺 作用下， 以 甲醇 、 氯仿 为溶剂， 以47%的产率得到26-Bromo-7,12,13,18,29,30-hexathia-1,9,10,15,16,24-hexazatetracyclo[22.3.1.18,11.114,17]triaconta-8,10,14,16,26-pentaene-25,28-dione
  参考文献：
  名称：

  Synthesis and reactivity of acyclic and macrocyclic uracils bridged with five-membered heterocycles

  摘要：

  Replacement of terminal atoms of Br in 1,3-bis(bromopentyl)-5(6)-substituted uracils with 2-mercapto-5-methyl-1,3,4-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercaptoimidazole, and 2-mercaptobenzimidazoles resulted in a series of acyclic compounds and isomeric heterocyclophanes. Structures of macrocyclic regioisomers were unambiguously determined by NMR data. One of the regioisomers exhibits a hypochromic effect with respect to model compounds. The acyclic uracils obtained bridged with five-membered heterocycles are alkylated with methyliodide and methyl tosylate, and oxidated with m-CPBA. H2O2, and I-2. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.034

文献信息

• Synthesis and reactivity of acyclic and macrocyclic uracils bridged with five-membered heterocycles
  作者：Vyacheslav E. Semenov、Evgeniya S. Krylova、Irina V. Galyametdinova、Alla V. Chernova、Sergey V. Kharlamov、Shamil K. Latypov、Vladimir S. Reznik

  DOI：10.1016/j.tet.2011.07.034

  日期：2011.9

  Replacement of terminal atoms of Br in 1,3-bis(bromopentyl)-5(6)-substituted uracils with 2-mercapto-5-methyl-1,3,4-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercaptoimidazole, and 2-mercaptobenzimidazoles resulted in a series of acyclic compounds and isomeric heterocyclophanes. Structures of macrocyclic regioisomers were unambiguously determined by NMR data. One of the regioisomers exhibits a hypochromic effect with respect to model compounds. The acyclic uracils obtained bridged with five-membered heterocycles are alkylated with methyliodide and methyl tosylate, and oxidated with m-CPBA. H2O2, and I-2. (C) 2011 Elsevier Ltd. All rights reserved.