diamino cyclodextrin | 405906-58-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diamino cyclodextrin
• 英文别名: 6^A,6^D-diamino-6^A,6^D-dideoxy-2^A,D,3^A,D-di-O-methylhexakis-(2^A-G,3^B-G,6^B,C,E,F,G-tri-O-methyl)cyclomaltoheptaose；[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-20-(aminomethyl)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,25,30,35-pentakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methanamine
• CAS: 405906-58-3
• 化学式: C₆₁H₁₁₀N₂O₃₃
• 分子量: 1399.54
• InChiKey: VNPLHXHLYCNHMG-LUVGVJNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.3
• 重原子数：
  96
• 可旋转键数：
  26
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  357
• 氢给体数：
  2
• 氢受体数：
  35

反应信息

• 作为反应物：
  描述：

  胆固醇琥珀酸单酯 、 diamino cyclodextrin 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以78%的产率得到6(I),6(IV)-(β-cholesteryl)-succinylamido-6(I),6(IV)-6-deoxy-per(2,3,6-O-methyl)cycloheptaose
  参考文献：
  名称：

  Bis antennae amphiphilic cyclodextrins: the first examples

  摘要：

  Methylated 6A,6D-diamino 6A,6D-dideoxy beta-cyclodextrin 4 was coupled with three cholesterol substituted glutaric or succinic acids 5-7 to give amphiphilic cyclodextrins 1-3 with good yields. The succinic acid derivative 1, a typical member of this new Family, has shown good compatibility with phosphatidyl choline monolayer and bilayer as confirmed by deuterium magnetic nuclear resonance (H-2 NMR). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.020
• 作为产物：
  描述：

  6(A),6(D)-diazido-6(A),6(D)-dideoxy-2(A),2(B),2(C),2(D),2(E),2(F),2(G),3(A),3(B),3(C),3(D),3(E),3(F),3(G),6(B),6(C),6(E),6(F),6(G)-nonadeca-O-methyl-β-cyclodextrin 在 三苯基膦 、 氨 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以93%的产率得到diamino cyclodextrin
  参考文献：
  名称：

  The unambiguous assignment of NMR spectra of per-O-methylated 6-mono and 6,6-diamino-β-cyclodextrins

  摘要：

  本文介绍了对过-O-甲基化-6-单氨基和 6,6-二氨基-A,D-β-环糊精的高分辨率质子和 13C NMR 光谱的逐步分析。选定的二维实验（COSY、NOESY、HSQC、DEPT 和 HMBC）使我们能够对当前的解释提出质疑。我们对这两种化合物的质子和碳-13 NMR 图谱进行了全面赋值，从而完成了这些重要合成中间体在 500 和 800 MHz 频率下获得的 NMR 图谱的赋值：COSY、NOESY、HSQC、DEPT、HMBC、NMR、6-氨基-β-环糊精、6,6-二氨基-β-环糊精。

  DOI：

  10.1139/v08-063

文献信息

• Cyclodextrin‐Encapsulated Iron Catalysts for the Polymerization of Ethylene
  作者：Dominique Armspach、Dominique Matt、Frédéric Peruch、Pierre Lutz

  DOI：10.1002/ejic.200390109

  日期：2003.3

  characterization of dichloroiron(II) complexes of tridentate nitrogen ligands based on 2,6-bis(imino)pyridine-capped α- and β-cyclodextrin derivatives are described and their propensity to act as ethylene polymerization catalysts reported. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  描述了基于 2,6-双（亚氨基）吡啶封端的 α- 和 β- 环糊精衍生物的三齿氮配体的二氯铁 (II) 配合物的合成和表征，并报告了它们作为乙烯聚合催化剂的倾向。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Capping Methodology in Cyclodextrin Chemistry: Use of a Symmetrical Diketone Reagent for Regiospecific Installation of Unsymmetrical Imine-Enamine and Imidazole Caps
  作者：Matthieu Jouffroy、Dominique Armspach、Alain Louati、Dominique Matt、Loïc Toupet

  DOI：10.1002/chem.201303556

  日期：2014.2.24

  Methylated α‐ and β‐cyclodextrin skeletons were both equipped with an unsymmetrical N‐(2‐N‐alkylaminoacenaphthenyl)alkylimine rigid handle. The capping reaction, which consists of condensing a diaminocyclodextrin with highly symmetrical acenaphthenequinone, was found to be regiospecific when starting from cyclodextrin‐diamines without any symmetry element. All modified cyclooligosaccharides have intra‐annular

  甲基化的α-和β-环糊精骨架均配备了不对称的N-（2- N-烷基氨基ac烯基）烷基亚胺刚性手柄。当从没有任何对称元素的环糊精二胺开始时，由二氨基环糊精与高度对称的烯醌缩合组成的封端反应被发现具有区域特异性。所有修饰的环寡糖均具有环内氮供体原子。它们通过氧化进一步环合，无论是化学上用2,3-二氯-5,6-二氰基-1,4-苯醌，还是电化学上，得到高度应变的环糊精，它们被不对称的1,2-二取代的1 H-咪唑单元封端。
• Syntheses and Photophysical Studies of Cyclodextrin Derivatives with Two Proximate Anthracenyl Groups
  作者：Xiaoyong Zhang、Ken Sasaki、Yasuhisa Kuroda

  DOI：10.1021/jo060449w

  日期：2006.6.1

  [GRAPHICS]A series of permethylated cyclodextrin derivatives, cyclodextrin dimers doubly bridged with two anthracene moieties ( An(2)CD(2)) and singly bridged with one ( AnCD(2)) and the monomer bearing two anthracene moieties ( An(2)CD), were newly synthesized. For An(2)CD(2), the two isomeric forms are also identified. All compounds are soluble in both aqueous and various organic solvents. The bisanthracene systems, An(2)CD(2) and An(2)CD, show the thermal equilibrium in an aqueous solution between the intramolecularly interacting ( closed) and less-interacting ( open) states of the anthracene moieties, which results in the temperature-dependent absorption changes. These systems also show the characteristic excimer emission that is enhanced in water and weakened in organic solvents. The excitation spectra for the monomer and excimer fluorescence are found to be quite different from each other and similar to the absorption spectra of the open and the closed forms, respectively. The observed unique parallelism between excitation and absorption spectra for the present excimer systems indicates the dual ground state-dual excitation scheme where the excitation state formed from the closed ground state mainly gives excimer. The fluorescence lifetime analyses reveal that the rates of the conversion from the excited state of the open form to that of the closed one ( 6.0 x 10(6) s(-1) for An(2)CD(2)-2) are largely retarded compared with that of the ethyleneoxy linked bisanthracene system ( 8.8 x 10(7) s(-1)).
• New tubular products from calixarene–cyclodextrin coupling
  作者：Céline Hocquelet、Christopher K. Jankowski、Laurent Mauclaire

  DOI：10.1016/j.tet.2007.06.121

  日期：2007.10

  The direct coupling via succinyl-diamide links of a difunctionalised cyclodextrin (CD) to di- and tetra-functionalised calix[4]-arene-crown-6 (CAL) leads to tubular calixarene-cyclodextrin species. The product structures were characterised by high resolution H-1 and C-13 NMR and MALDI-TOF spectroscopies. (C) 2007 Published by Elsevier Ltd.
• Bis antennae amphiphilic cyclodextrins: the first examples
  作者：Mayeul Collot、Maria Isabel Garcia-Moreno、Christophe Fajolles、Michel Roux、Laurent Mauclaire、Jean-Maurice Mallet

  DOI：10.1016/j.tetlet.2007.09.020

  日期：2007.11

  Methylated 6A,6D-diamino 6A,6D-dideoxy beta-cyclodextrin 4 was coupled with three cholesterol substituted glutaric or succinic acids 5-7 to give amphiphilic cyclodextrins 1-3 with good yields. The succinic acid derivative 1, a typical member of this new Family, has shown good compatibility with phosphatidyl choline monolayer and bilayer as confirmed by deuterium magnetic nuclear resonance (H-2 NMR). (C) 2007 Elsevier Ltd. All rights reserved.