2,6-bis(1-uracilmethyl)-1-acetoxy-4-(tert-butyl)benzene | 251653-95-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2,6-bis(1-uracilmethyl)-1-acetoxy-4-(tert-butyl)benzene
• 英文别名: [4-Tert-butyl-2,6-bis[(2,4-dioxopyrimidin-1-yl)methyl]phenyl] acetate
• CAS: 251653-95-9
• 化学式: C₂₂H₂₄N₄O₆
• 分子量: 440.456
• InChiKey: JCGCPLQZUXDLQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-bis(bromomethyl)-2-acetoxy-5-(tert-butyl)benzene 、 2,6-bis(1-uracilmethyl)-1-acetoxy-4-(tert-butyl)benzene 在 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以18%的产率得到(28-Acetyloxy-5,17-ditert-butyl-10,24,25,27-tetraoxo-1,9,13,21-tetrazapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-3,5,7(28),11,15(26),16,18,22-octaen-26-yl) acetate
  参考文献：
  名称：

  Heterocalixarenes. 1. Calix[2]uracil[2]arene:  Synthesis, X-ray Structure, Conformational Analysis, and Binding Character

  摘要：

  1,3-Bis[(1-uracilyl)methyl)]benzene derivatives 3, formed by selective N-1 alkylation of 1,3-bis(trimethylsilyloxy)pyrimidine with 1,3-bis(bromomethyl)benzene derivatives 2, on cyclization with the same or different derivative of 2, provide calix[2]uracil[2]arenes 4. Their conformations, investigated through X-ray, variable temperature H-1 NMR, and molecular modeling MM2 calculations, are found to depend on the nature of substituent(s) on the position 2 of 1,3-phenylene rings. 4a exists in equilibrium between various conformations, and 4b, 4d-4i adopt an inward flattened partial cone conformation. In 4j, the equilibrium is restricted to two conformations at -60 degrees C, but the 4j ethanol complex (2:1), in the solid state, has a cone conformation with ethanol being a H-bond donor through H of OH and CH2 and an acceptor through O of OH. 4d, 4j, and 4k exhibit significant preferences toward alkaline earth metal ions over alkali metal ions though overall bindings are poor.

  DOI：

  10.1021/jo990085q
• 作为产物：
  描述：

  2,6-bis(bromomethyl)-4-tert-butylphenol 在 碘 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 49.0h， 生成 2,6-bis(1-uracilmethyl)-1-acetoxy-4-(tert-butyl)benzene
  参考文献：
  名称：

  Heterocalixarenes. 1. Calix[2]uracil[2]arene:  Synthesis, X-ray Structure, Conformational Analysis, and Binding Character

  摘要：

  1,3-Bis[(1-uracilyl)methyl)]benzene derivatives 3, formed by selective N-1 alkylation of 1,3-bis(trimethylsilyloxy)pyrimidine with 1,3-bis(bromomethyl)benzene derivatives 2, on cyclization with the same or different derivative of 2, provide calix[2]uracil[2]arenes 4. Their conformations, investigated through X-ray, variable temperature H-1 NMR, and molecular modeling MM2 calculations, are found to depend on the nature of substituent(s) on the position 2 of 1,3-phenylene rings. 4a exists in equilibrium between various conformations, and 4b, 4d-4i adopt an inward flattened partial cone conformation. In 4j, the equilibrium is restricted to two conformations at -60 degrees C, but the 4j ethanol complex (2:1), in the solid state, has a cone conformation with ethanol being a H-bond donor through H of OH and CH2 and an acceptor through O of OH. 4d, 4j, and 4k exhibit significant preferences toward alkaline earth metal ions over alkali metal ions though overall bindings are poor.

  DOI：

  10.1021/jo990085q