6^A,6^C,6^E-tribromo-6^A,6^C,6^E-trideoxy-cyclomaltohexaose | 603126-20-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6^A,6^C,6^E-tribromo-6^A,6^C,6^E-trideoxy-cyclomaltohexaose
• 英文别名: hexakis-6^A,6^C,6^E-tribromocyclomaltohexaose；6(I),6(III),6(V)-tribromo-6(I),6(III),6(V)-trideoxy-α-cyclodextrin；(1S,3S,5S,6S,8R,10R,11S,13S,15S,16S,18R,20R,21S,23S,25S,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,15,25-tris(bromomethyl)-10,20,30-tris(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• CAS: 603126-20-1
• 化学式: C₃₆H₅₇Br₃O₂₇
• 分子量: 1161.54
• InChiKey: UKDRUYGYKVMLCE-RWMJIURBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.5
• 重原子数：
  66
• 可旋转键数：
  6
• 环数：
  22.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  414
• 氢给体数：
  15
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  6^A,6^C,6^E-tribromo-6^A,6^C,6^E-trideoxy-cyclomaltohexaose 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 、 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 75.0h， 生成 6^A,6^C,6^E-triazido-6^A,6^C,6^E-trideoxycyclomaltohexaose 、 hexakis-6^A,6^C6^D,6^E-tetraazidocyclomaltohexaose
  参考文献：
  名称：

  Synthesis of symmetrically modified α-cyclodextrins: an efficient and easy method

  摘要：

  Efficient and simple synthetic methods of designed specific synthons of cyclodextrins are fundamental for the further development of more sophisticated supramolecular devices. Here, a new two step synthesis was proposed for the obtention of the 6(A),6(C),6(E)-triazido-6(A),6(C),6(E)-trideoxy-6(B),6(D),6(F)-tri-O-methylhexakis-(2,3-di-O-methyl)cyclomaltohexaose on a large scale. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01313-3
• 作为产物：
  描述：

  α-环糊精 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6^A,6^C,6^E-tribromo-6^A,6^C,6^E-trideoxy-cyclomaltohexaose
  参考文献：
  名称：

  Tris-ACE-α-cyclodextrin tripods: chemistry and metal coordination behaviour

  摘要：

  本研究介绍了通过 "一锅 "施陶丁格-阿扎-维蒂希（SAW）反应合成 C3-对称三-ACE-(6,6â²-双杂环酰)-δ-环糊精的过程。分析了其金属配位化合物的光谱特性。金属超分子螺旋体的自发形成产生了强激子耦合特征，这为了解配合物的性质、几何形状及其绝对构型提供了许多信息。

  DOI：

  10.1039/c3dt51811f

文献信息

• Host—guest complexation of 6-deoxy-6-(1-pyridinio) derivatives of α-cyclodextrin (cyclomaltohexaose) with inorganic anions in aqueous solution
  作者：Yoshihisa Matsui、Masahiko Fujie、Hiroshi Sakate

  DOI：10.1016/0008-6215(89)85168-7

  日期：1989.10

  Abstract The anions I −1 , SCN − , and Br − formed 1:1 charge-transfer complexes with the HCO 3 − salts of bis-, tris-, and hexakis-[6-deoxy-6-(1-pyridinio)]-α-cyclodextrins in aqueous solution. Increase in the number of the pyridinio groups resulted in a remarkable increase in the binding constant, K a . A maximum K a value of 9 × 10 5 mol −1 .dm 3 was observed for the complex of the hexapyridinio

  摘要阴离子I -1，SCN-和Br-与双-，三-和六-[6-脱氧-6-（1-吡啶）]的HCO 3-盐形成1：1电荷转移络合物。 -α-环糊精在水溶液中。吡啶基团数目的增加导致结合常数K a的显着增加。六吡啶衍生物衍生物与I-的配合物的最大K a值为9×10 5 mol -1 .dm 3。单吡啶和二吡啶衍生物的乙酰化也导致K a值显着增加。
• Tubular duplex α-cyclodextrin triply bridged with disulfide bonds: synthesis, crystal structure and inclusion complexes
  作者：Lucie Krejčí、Miloš Buděšínský、Ivana Císařová、Tomáš Kraus

  DOI：10.1039/b904933a

  日期：——

  Template-free oxidative dimerization of 6(I), 6(III), 6(V)-trisulfanyl-alpha-cyclodextrin proceeds with a remarkable efficiency (> or =94%) yielding an unprecedented duplex alpha-cyclodextrin triply bridged with disulfide linkages whose structure has been confirmed by X-ray analysis.

  6（I），6（III），6（V）-三硫烷基-α-环糊精的无模板氧化二聚以显着的效率（>或= 94％）进行，产生前所未有的双链α-环糊精与二硫键三桥联其结构已通过X射线分析确认。
• Tris-ACE-(6,6′-bipyridyl)-α-cyclodextrin: synthesis and chirality of the tripodal metal complexes
  作者：Guillaume Poisson、Florence Dumarçay-Charbonnier、Alain Marsura

  DOI：10.1016/j.tetlet.2012.02.038

  日期：2012.4

  This Letter describes the synthesis of a C-3-symmetrical tris-(ACE)-(6,6'-bipyridyl)-alpha-CyD via 'one-pot' Staudinger-Aza-Wittig reaction (SAW). Metal complexation behavior was investigated by UV-vis and Circular Dichroism. Coordination of 6,6'-bipyridyl units with Cu-II and Ni-II cations, spontaneously generates a strong exciton coupling-type positive Cotton effect proving the formation of a Lambda-helix with a left-handed screw propeller (M). (C) 2012 Elsevier Ltd. All rights reserved.
• Tris-ACE-α-cyclodextrin tripods: chemistry and metal coordination behaviour
  作者：Poisson Guillaume、Dumarcay-Charbonnier Florence、Marsura Alain

  DOI：10.1039/c3dt51811f

  日期：——

  The synthesis of C3-symmetrical tris-ACE-(6,6′-bis-heterocyclyl)-α-cyclodextrins via “one pot” Staudinger–Aza-Wittig (SAW) reaction is described. The spectroscopic properties of their metal coordination compounds were analysed. The spontaneous formation of metallosupramolecular helicates generate strong exciton coupling features enlighten much information on the nature, the geometries of the complexes and their absolute configuration.

  本研究介绍了通过 "一锅 "施陶丁格-阿扎-维蒂希（SAW）反应合成 C3-对称三-ACE-(6,6â²-双杂环酰)-δ-环糊精的过程。分析了其金属配位化合物的光谱特性。金属超分子螺旋体的自发形成产生了强激子耦合特征，这为了解配合物的性质、几何形状及其绝对构型提供了许多信息。
• Synthesis of symmetrically modified α-cyclodextrins: an efficient and easy method
  作者：Romain Heck、L. Jicsinszky、Alain Marsura

  DOI：10.1016/s0040-4039(03)01313-3

  日期：2003.7

  Efficient and simple synthetic methods of designed specific synthons of cyclodextrins are fundamental for the further development of more sophisticated supramolecular devices. Here, a new two step synthesis was proposed for the obtention of the 6(A),6(C),6(E)-triazido-6(A),6(C),6(E)-trideoxy-6(B),6(D),6(F)-tri-O-methylhexakis-(2,3-di-O-methyl)cyclomaltohexaose on a large scale. (C) 2003 Elsevier Science Ltd. All rights reserved.