Methyl 2-[(4,15-dioxo-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.4.0]docosa-1(18),19,21-trien-19-yl)oxy]acetate | 393841-43-5

• 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: Methyl 2-[(4,15-dioxo-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.4.0]docosa-1(18),19,21-trien-19-yl)oxy]acetate
• 英文别名: methyl 2-[(4,15-dioxo-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.4.0]docosa-1(18),19,21-trien-19-yl)oxy]acetate
• CAS: 393841-43-5
• 化学式: C₁₉H₂₆N₂O₉
• 分子量: 426.423
• InChiKey: XWMSXNBCCGKUMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(4,15-dioxo-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.4.0]docosa-1(18),19,21-trien-19-yl)oxy]acetate 在 dimethyl sulfide borane 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以88%的产率得到2-(2,8,11,17-Tetraoxa-5,14-diazabicyclo[16.4.0]docosa-1(18),19,21-trien-19-yloxy)ethanol
  参考文献：
  名称：

  A new strategy for the synthesis of pendant benzodiazacoronands and their use as components of chromatographic stationary phases

  摘要：

  The synthesis of a novel class of functionalized benzophanes in which a (2'-hydroxy)ethoxy pendant arm is attached to the phenyl ring is reported. The reported approach, utilizes simple starting materials, and skillful organization of the synthetic steps allows for simultaneous transforms of the macrocyclic ring and the pendant arm. Binding studies of these systems with Pd2+ and Cd2+ cations is described. A chromatographic stationary phase containing the benzodiazacoronand moiety was also synthesized, and found to interact specifically with isomeric nitrobenzene derivatives. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.012
• 作为产物：
  描述：

  邻苯三酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 240.0h， 生成 Methyl 2-[(4,15-dioxo-2,8,11,17-tetraoxa-5,14-diazabicyclo[16.4.0]docosa-1(18),19,21-trien-19-yl)oxy]acetate
  参考文献：
  名称：

  A new strategy for the synthesis of pendant benzodiazacoronands and their use as components of chromatographic stationary phases

  摘要：

  The synthesis of a novel class of functionalized benzophanes in which a (2'-hydroxy)ethoxy pendant arm is attached to the phenyl ring is reported. The reported approach, utilizes simple starting materials, and skillful organization of the synthetic steps allows for simultaneous transforms of the macrocyclic ring and the pendant arm. Binding studies of these systems with Pd2+ and Cd2+ cations is described. A chromatographic stationary phase containing the benzodiazacoronand moiety was also synthesized, and found to interact specifically with isomeric nitrobenzene derivatives. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.012

文献信息

• A new strategy for the synthesis of pendant benzodiazacoronands and their use as components of chromatographic stationary phases
  作者：Piotr Piątek、Daniel T Gryko、Agnieszka Szumna、Janusz Jurczak

  DOI：10.1016/j.tet.2004.05.012

  日期：2004.6

  The synthesis of a novel class of functionalized benzophanes in which a (2'-hydroxy)ethoxy pendant arm is attached to the phenyl ring is reported. The reported approach, utilizes simple starting materials, and skillful organization of the synthetic steps allows for simultaneous transforms of the macrocyclic ring and the pendant arm. Binding studies of these systems with Pd2+ and Cd2+ cations is described. A chromatographic stationary phase containing the benzodiazacoronand moiety was also synthesized, and found to interact specifically with isomeric nitrobenzene derivatives. (C) 2004 Elsevier Ltd. All rights reserved.