12,17-Dioxa-1,8,21,28,31,36-hexazatetracyclo[26.5.5.13,7.122,26]tetraconta-3(40),4,6,22,24,26(39)-hexaene | 1039510-46-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 12,17-Dioxa-1,8,21,28,31,36-hexazatetracyclo[26.5.5.13,7.122,26]tetraconta-3(40),4,6,22,24,26(39)-hexaene
• 英文别名: 12,17-dioxa-1,8,21,28,31,36-hexazatetracyclo[26.5.5.13,7.122,26]tetraconta-3(40),4,6,22,24,26(39)-hexaene
• CAS: 1039510-46-7
• 化学式: C₃₂H₅₂N₆O₂
• 分子量: 552.804
• InChiKey: AMYRGCYCYAGIPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  40
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  73.1
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  12,17-Dioxa-1,8,21,28,31,36-hexazatetracyclo[26.5.5.13,7.122,26]tetraconta-3(40),4,6,22,24,26(39)-hexaene 在 potassium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 生成 11,14,37,40-tetraoxa-1,8,17,24,27,34,43,50-octaazaheptacyclo[25.25.2.2^24,50.1^3,7.1^18,22.1^29,33.1^44,48]hexaconta-3(60),4,6,18(59),19,21,29(58),30,32,44(57),45,47-dodecaene
  参考文献：
  名称：

  Macrobicyclic and Macrotricyclic Derivatives of N,N’,N’’,N’’’-Tetrasubstituted Cyclen and Cyclam

  摘要：

  N,N',N '',N'''-Tetrabenzyl derivatives of cyclen and cyclam possessing two bromine atoms in trans-positioned phenyl rings were introduced in the Pd-catalyzed amination reactions with oxadiamines and polyamines to provide a wide series of macrobicyclic compounds with tetrabenzyl substituted cyclen and cyclam central moieties in yields up to 31%. Macrocycles based on 1,7-dibenzylcyclen were modified with two 3-bromobenzyl substituents and introduced in the Pd-catalyzed macrocyclization with di- and trioxadiamines to afford spherically shaped macrotricyclic cryptands in yields up to 33%. An alternative approach to isomeric macrotricyclic cryptands employed Pd-catalyzed amination of di(Boc)-di(3-bromobenzyl)cyclen followed by the dialkylation of the resulting bicycle with two bromobenzyl groups and final catalytic macrocyclization step (yields up to 24%).

  DOI：

  10.3987/com-14-s(k)71
• 作为产物：
  描述：

  1,7-di(3-bromobenzyl)cyclen 、 4,8-二氧-十二烷-1,12-二胺 在 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 生成 12,17-Dioxa-1,8,21,28,31,36-hexazatetracyclo[26.5.5.13,7.122,26]tetraconta-3(40),4,6,22,24,26(39)-hexaene
  参考文献：
  名称：

  Macrobicyclic and Macrotricyclic Derivatives of N,N’,N’’,N’’’-Tetrasubstituted Cyclen and Cyclam

  摘要：

  N,N',N '',N'''-Tetrabenzyl derivatives of cyclen and cyclam possessing two bromine atoms in trans-positioned phenyl rings were introduced in the Pd-catalyzed amination reactions with oxadiamines and polyamines to provide a wide series of macrobicyclic compounds with tetrabenzyl substituted cyclen and cyclam central moieties in yields up to 31%. Macrocycles based on 1,7-dibenzylcyclen were modified with two 3-bromobenzyl substituents and introduced in the Pd-catalyzed macrocyclization with di- and trioxadiamines to afford spherically shaped macrotricyclic cryptands in yields up to 33%. An alternative approach to isomeric macrotricyclic cryptands employed Pd-catalyzed amination of di(Boc)-di(3-bromobenzyl)cyclen followed by the dialkylation of the resulting bicycle with two bromobenzyl groups and final catalytic macrocyclization step (yields up to 24%).

  DOI：

  10.3987/com-14-s(k)71

文献信息

• Synthesis of a new family of bi- and polycyclic compounds via Pd-catalyzed amination of 1,7-di(3-bromobenzyl)cyclen
  作者：Alexei D. Averin、Anton V. Shukhaev、Alexei K. Buryak、Franck Denat、Roger Guilard、Irina P. Beletskaya

  DOI：10.1016/j.tetlet.2008.04.045

  日期：2008.6

  New bicyclic cryptand type compounds are synthesized by reacting 1,7-di(3-bromobenzyl)cyclen with 1 equiv of linear polyamines under dilute conditions using Pd-catalyzed amination. Bis(cyclen) and tris(cyclen) compounds containing linear polyamine linkers between benzylated cyclens are obtained by a similar procedure using different reaction conditions. Cyclization of these species via intramolecular catalytic diamination led to tri- and tetracyclic polyaza compounds. (c) 2008 Elsevier Ltd. All rights reserved.
• Macrobicyclic and Macrotricyclic Derivatives of N,N’,N’’,N’’’-Tetrasubstituted Cyclen and Cyclam
  作者：Irina P. Beletskaya、Alexei D. Averin、Sergei M. Kobelev、Alexei K. Buryak、Andrei I. Vovk、Valerii P. Kukhar、Franck Denat、Roger Guilard

  DOI：10.3987/com-14-s(k)71

  日期：——

  N,N',N '',N'''-Tetrabenzyl derivatives of cyclen and cyclam possessing two bromine atoms in trans-positioned phenyl rings were introduced in the Pd-catalyzed amination reactions with oxadiamines and polyamines to provide a wide series of macrobicyclic compounds with tetrabenzyl substituted cyclen and cyclam central moieties in yields up to 31%. Macrocycles based on 1,7-dibenzylcyclen were modified with two 3-bromobenzyl substituents and introduced in the Pd-catalyzed macrocyclization with di- and trioxadiamines to afford spherically shaped macrotricyclic cryptands in yields up to 33%. An alternative approach to isomeric macrotricyclic cryptands employed Pd-catalyzed amination of di(Boc)-di(3-bromobenzyl)cyclen followed by the dialkylation of the resulting bicycle with two bromobenzyl groups and final catalytic macrocyclization step (yields up to 24%).