9,22,35,48-tetraoxa-1,12,13,14,25,26,27,38,39,40,51,52-dodecaazanonacyclo[48.2.1.1(11,14).1(24,27).1(37,40).0(2,7).0(15,20).0(28,33).0(41,46)]hexapentaconta-2,4,6,11(56),12,15,17,19,24(55),25,28,30,32,37(54),38,41(46),42,44,50(53),51-icosaene-8,21,34,47-tetrone | 1383577-59-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 9,22,35,48-tetraoxa-1,12,13,14,25,26,27,38,39,40,51,52-dodecaazanonacyclo[48.2.1.1(11,14).1(24,27).1(37,40).0(2,7).0(15,20).0(28,33).0(41,46)]hexapentaconta-2,4,6,11(56),12,15,17,19,24(55),25,28,30,32,37(54),38,41(46),42,44,50(53),51-icosaene-8,21,34,47-tetrone
• 英文别名: 9,22,35,48-Tetraoxa-1,12,13,14,25,26,27,38,39,40,51,52-dodecazanonacyclo[48.2.1.111,14.124,27.137,40.02,7.015,20.028,33.041,46]hexapentaconta-2,4,6,11(56),12,15,17,19,24(55),25,28,30,32,37(54),38,41,43,45,50(53),51-icosaene-8,21,34,47-tetrone；9,22,35,48-tetraoxa-1,12,13,14,25,26,27,38,39,40,51,52-dodecazanonacyclo[48.2.1.111,14.124,27.137,40.02,7.015,20.028,33.041,46]hexapentaconta-2,4,6,11(56),12,15,17,19,24(55),25,28,30,32,37(54),38,41,43,45,50(53),51-icosaene-8,21,34,47-tetrone
• CAS: 1383577-59-0
• 化学式: C₄₀H₂₈N₁₂O₈
• 分子量: 804.738
• InChiKey: TVZOBLGEPCJBRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  60
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  228
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2-叠氮苯甲酸 在 盐酸 、 potassium carbonate 、 copper(II) sulfate 、 维生素 C 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 、 正丁醇 为溶剂， 反应 4.74h， 生成 9,22,35,48-tetraoxa-1,12,13,14,25,26,27,38,39,40,51,52-dodecaazanonacyclo[48.2.1.1(11,14).1(24,27).1(37,40).0(2,7).0(15,20).0(28,33).0(41,46)]hexapentaconta-2,4,6,11(56),12,15,17,19,24(55),25,28,30,32,37(54),38,41(46),42,44,50(53),51-icosaene-8,21,34,47-tetrone
  参考文献：
  名称：

  Synthesis of Macrocycles Containing 1,2,3-Triazole Motifs

  摘要：

  A new procedure for the preparation of macrocycles containing 1,2,3-triazole motifs is developed. The macrocyclic precursor is constructed by repetition of a series of steps which include cycloaddition of an azide with an alkyne, alkylation of a carboxylic acid with propargyl bromide and formation of an azide from an amino group. The order of the steps and the size of the connected fragments are determined by the desired ring size. Chromatographic purification techniques for the poorly soluble final products are also described.

  DOI：

  10.1055/s-0031-1290760

文献信息

• Study of direct macrocycle formation via the cyclisation of propargyl 2-azidobenzoate
  作者：Ludmila Hradilová、Martin Grepl、Barbora Dvořáková、Pavel Hradil

  DOI：10.1016/j.tetlet.2012.12.076

  日期：2013.3

  Macrocycles were synthesised via the cyclisation of propargyl 2-azidobenzoate using 'click' chemistry. An LC/MS-based method for the separation of macrocycles is described. In the present work, the influence of various catalysts and reaction conditions on the course of the reaction is evaluated. The reaction is very sensitive to the conditions, and it is demonstrated that it is possible to modify the ratio of macrocycles by varying the reaction conditions. The cyclisation of propargyl 2-azidobenzoate represents an economical method for the preparation of the studied macrocycles. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of Macrocycles Containing 1,2,3-Triazole Motifs
  作者：Pavel Hradil、Ludmila Hradilová、Martin Grepl、Jan Hlaváč、Antonín Lyčka

  DOI：10.1055/s-0031-1290760

  日期：2012.5

  A new procedure for the preparation of macrocycles containing 1,2,3-triazole motifs is developed. The macrocyclic precursor is constructed by repetition of a series of steps which include cycloaddition of an azide with an alkyne, alkylation of a carboxylic acid with propargyl bromide and formation of an azide from an amino group. The order of the steps and the size of the connected fragments are determined by the desired ring size. Chromatographic purification techniques for the poorly soluble final products are also described.