22-hydroxy-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.3.1]docosa-1(21),18(22),19-triene-4,15-dione | 867258-39-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 22-hydroxy-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.3.1]docosa-1(21),18(22),19-triene-4,15-dione
• 英文别名: 22-Hydroxy-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.3.1]docosa-1(22),18,20-triene-4,15-dione；22-hydroxy-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.3.1]docosa-1(22),18,20-triene-4,15-dione
• CAS: 867258-39-7
• 化学式: C₁₆H₂₂N₂O₇
• 分子量: 354.36
• InChiKey: FBQMXTACOGGBTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  22-hydroxy-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.3.1]docosa-1(21),18(22),19-triene-4,15-dione 、 碘甲烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以93%的产率得到22-methoxy-2,8,11,17-tetraoxa-5,14-diaza-bicyclo[16.3.1]docosa-1(21),18(22),19-triene-4,15-dione
  参考文献：
  名称：

  Structural studies and binding properties of pendant diazacoronands—precursors to macrocyclic compounds of planar chirality

  摘要：

  Structural studies of pendant diazacoronands having an N-benzoyl, N-acetyl, O-benzyl or O-benzoyl side arm were performed by means of X-ray and temperature-dependent H-1 NMR experiments. The energies of macroring flipping process were determined for three pendant diazacoronands. The complexation properties of pendant diazacoronands toward the alkali metal cations (Na+, K, and Rb+) were estimated by ESI-MS experiments. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.024
• 作为产物：
  描述：

  1,8-二氨基-3,6-二氧杂辛烷 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 22-hydroxy-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.3.1]docosa-1(21),18(22),19-triene-4,15-dione
  参考文献：
  名称：

  Structural studies and binding properties of pendant diazacoronands—precursors to macrocyclic compounds of planar chirality

  摘要：

  Structural studies of pendant diazacoronands having an N-benzoyl, N-acetyl, O-benzyl or O-benzoyl side arm were performed by means of X-ray and temperature-dependent H-1 NMR experiments. The energies of macroring flipping process were determined for three pendant diazacoronands. The complexation properties of pendant diazacoronands toward the alkali metal cations (Na+, K, and Rb+) were estimated by ESI-MS experiments. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.024

文献信息

• A Versatile Approach to the Synthesis of Pendant Benzodiazacoronands
  作者：Janusz Jurczak、Jarosław Kalisiak、Piotr Piątek

  DOI：10.1055/s-2005-869968

  日期：——

  A versatile approach to the synthesis of pendant benzodiazacoronands is presented. Macrocyclic compounds possessing intra-annular amine or hydroxy group were obtained and N-benzamide. O-benzyl or O-benzoyl side-arms were introduced into such a macrocyclic framework. Mild conditions and satisfactory yield of presented synthetic pathways offer a wide and easy access to new macrocyclic compounds having

  提出了一种合成侧基苯并二氮杂冠的通用方法。得到具有环内胺或羟基的大环化合物和N-苯甲酰胺。O-苄基或O-苯甲酰基侧臂被引入到这样的大环框架中。所提出的合成途径的温和条件和令人满意的产率为获得具有不同侧臂的新大环化合物提供了广泛而容易的途径。
• Structural studies and binding properties of pendant diazacoronands—precursors to macrocyclic compounds of planar chirality
  作者：Jarosław Kalisiak、Ewa Kalisiak、Janusz Jurczak

  DOI：10.1016/j.tet.2006.04.024

  日期：2006.6

  Structural studies of pendant diazacoronands having an N-benzoyl, N-acetyl, O-benzyl or O-benzoyl side arm were performed by means of X-ray and temperature-dependent H-1 NMR experiments. The energies of macroring flipping process were determined for three pendant diazacoronands. The complexation properties of pendant diazacoronands toward the alkali metal cations (Na+, K, and Rb+) were estimated by ESI-MS experiments. (c) 2006 Elsevier Ltd. All rights reserved.