tris[{2-[({tris[[2-(methoxycarbonyl)ethoxy]methyl]methyl}amino)carbonyl]ethoxy}methyl]methylamine | 200133-19-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tris[{2-[({tris[[2-(methoxycarbonyl)ethoxy]methyl]methyl}amino)carbonyl]ethoxy}methyl]methylamine
• 英文别名: Methyl 3-[2-[3-[2-amino-3-[3-[[1,3-bis(3-methoxy-3-oxopropoxy)-2-[(3-methoxy-3-oxopropoxy)methyl]propan-2-yl]amino]-3-oxopropoxy]-2-[[3-[[1,3-bis(3-methoxy-3-oxopropoxy)-2-[(3-methoxy-3-oxopropoxy)methyl]propan-2-yl]amino]-3-oxopropoxy]methyl]propoxy]propanoylamino]-3-(3-methoxy-3-oxopropoxy)-2-[(3-methoxy-3-oxopropoxy)methyl]propoxy]propanoate
• CAS: 200133-19-3
• 化学式: C₆₁H₁₀₄N₄O₃₃
• 分子量: 1421.5
• InChiKey: XADKFGSJIRRFFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.8
• 重原子数：
  98
• 可旋转键数：
  72
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  461
• 氢给体数：
  4
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  N-boc-1-甲基-L-色氨酸 、 tris[{2-[({tris[[2-(methoxycarbonyl)ethoxy]methyl]methyl}amino)carbonyl]ethoxy}methyl]methylamine 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以32%的产率得到methyl 3-[2-[3-[3-[3-[[1,3-bis(3-methoxy-3-oxopropoxy)-2-[(3-methoxy-3-oxopropoxy)methyl]propan-2-yl]amino]-3-oxopropoxy]-2-[[3-[[1,3-bis(3-methoxy-3-oxopropoxy)-2-[(3-methoxy-3-oxopropoxy)methyl]propan-2-yl]amino]-3-oxopropoxy]methyl]-2-[[(2S)-3-(1-methylindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propoxy]propanoylamino]-3-(3-methoxy-3-oxopropoxy)-2-[(3-methoxy-3-oxopropoxy)methyl]propoxy]propanoate
  参考文献：
  名称：

  树突状仿生学：色氨酸荧光的微环境氢键作用。

  摘要：

  已经合成了两个系列的经树状修饰的色氨酸衍生物，并在一系列不同的溶剂中测量了它们的发射光谱。本文介绍了这些新颖的树枝状结构的合成，并从溶剂和树枝状效应的角度讨论了它们的发射光谱。在第一系列的树枝状聚合物中，吲哚环的NH基团可用于氢键键合，而在第二系列中，吲哚的NH基团已转化为NMe。直接比较类似的NH和NMe衍生物的发射波长表明Kamlet-Taft溶剂beta3参数的重要性，该参数反映了溶剂接受NH基团氢键的能力，这对于NMe系列的NMe不可能。树状聚合物。对于NH树枝状聚合物 树突状壳与色氨酸亚基的连接导致发射波长发生红移。这种树枝状效应仅在非氢键溶剂中起作用。然而，对于NMe树枝状聚合物，树枝状壳的附着对吲哚环的发射光谱没有影响。这证明了在支链壳和吲哚NH基团之间的氢键键合在引起树突作用中的重要性。这是首次将树突作用明确分配给各个氢键相互作用，并表明这种分子内相互作用在树状聚合物中很重

  DOI：

  10.1002/1521-3765(20010302)7:5<979::aid-chem979>3.0.co;2-c
• 作为产物：
  描述：

  benzyl N-tris[2-{[({tris[[2-(methoxycarbonyl)ethoxy]methyl]methyl}amino)carbonyl]ethoxy}methyl]methylcarbamate 在 palladium on activated charcoal 甲酸铵 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以96%的产率得到tris[{2-[({tris[[2-(methoxycarbonyl)ethoxy]methyl]methyl}amino)carbonyl]ethoxy}methyl]methylamine
  参考文献：
  名称：

  富勒烯核上的大环化：[60]富勒烯的直接区域和非对映选择性多功能化，以及富勒烯-树枝状大分子衍生物的合成

  摘要：

  双重Bingel反应中的buckminsterfullerene，C 60和双丙二酸酯衍生物之间的大环化为制备具有高区域选择性和非对映选择性的C 60的共价双加合物提供了一种通用而简单的方法。光谱分析，立体化学因素和X射线晶体学的结合（图2）表明，在可能的进，出和出立体异构体中，双丙二酸酯的反应由o-联结，间-或对-亚二甲苯基系链仅提供外链式（方案1）。相反，使用衍生自1,10-菲咯啉的较大束缚物也提供了进出产品的第一个示例（±）-19（方案2）。从光学纯的双丙二酸酯衍生物开始，新的双官能化方法允许光学活性的富勒烯衍生物的非对映选择性制备（方案4和5），并最终实现了光学活性的顺式对映体的对映选择性制备（对映体过量ee> 97％）。3个双加合物，它们的手性完全由加成模式引起（图6）。具有光学活性的9,9'-spirobi [9 H]的双丙二酸酯的大环固定-芴]衍生的系绳至C 60下产生的24和耳鼻喉科-

  DOI：

  10.1002/hlca.19970800721

文献信息

• Dendritic biomimicry: microenvironmental effects on tryptophan fluorescence†
  作者：David K. Smith、Lars Müller

  DOI：10.1039/a906367f

  日期：——

  Branched tryptophan derivatives were synthesised and their optical properties investigated in a range of solvents: the steady state fluorescent emission from the indole ring sheds light on both the nature of a hydrogen bonding dendritic microenvironment and the optical behaviour of tryptophan residues in biological systems.

  合成了分支色氨酸衍生物，并在一系列溶剂中研究了它们的光学性质：吲哚环的稳态荧光发射揭示了氢键分支微环境的性质以及色氨酸残基在生物系统中的光学行为。
• Supramolecular Solubilisation of Hydrophilic Dyes by Using Individual Dendritic Branches
  作者：Graham M. Dykes、Lisa J. Brierley、David K. Smith、P. Terry McGrail、Gordon J. Seeley

  DOI：10.1002/1521-3765(20011105)7:21<4730::aid-chem4730>3.0.co;2-a

  日期：2001.11.5

  Individual dendritic branches can solubilise hydrophilic dyes in apolar media. The functional group at the focal point of the dendritic branch plays a key role in the dye uptake process. Supramolecular interactions between carboxylic acid and amine groups have been shown to be effective in enabling efficient solubilisation to occur. The necessary complementarity of this interaction is further illustrated by a series of control experiments. The extent of dendritic branching (i.e. dendritic generation) plays a key role in controlling the extent of dye uptake, with higher-generation dendritic branches exhibiting more efficient uptake at lower concentrations. UV/Visible spectroscopic methods have shown that the dendritic branches, in addition to the tuning of the extent of dye uptake, also tune the optical properties of the solubilised dye and this provides further insight into the interactions occurring between the solubilised dye and the individual dendritic branches. Furthermore, it is shown that suitably functionalised dendritic branches can transport hydrophilic dyes through an apolar phase and deliver them continuously into an aqueous medium.
• Ferrocene Encapsulated within Symmetric Dendrimers:  A Deeper Understanding of Dendritic Effects on Redox Potential
  作者：Diane L. Stone、David K. Smith、P. Terry McGrail

  DOI：10.1021/ja0117478

  日期：2002.2.1

  Ferrocene has been encapsulated within a symmetric ether-amide dendritic shell and its redox potential monitored in a variety of solvents. The dendritic effect generated by the branched shell is different in different solvents. In less polar, non hydrogen bond donor solvents, attachment of the branched shell to ferrocene increases its E-1/2, indicating that oxidation to ferrocenium (charge buildup) becomes thermodynamically hindered by the dendrimer, a result explained by the dendrimer providing a less polar medium than that of the surrounding electrolyte solution. The effect of electrolyte concentration on redox potential was also investigated, and it was shown that the concentration of "innocent" electrolyte has a significant effect on the redox potential by increasing the overall polarity of the surrounding medium. Dendritic destabilization of charge buildup is in agreement with the majority of reported dendritic effects. A notable exception to this is provided by the asymmetric ferrocene dendrimers previously reported by Kaifer and co-workers, in which the branching facilitated oxidation, and it is proposed that in this case the dendritic effect is generated by a different mechanism. Interestingly, in methanol, the new symmetric ferrocene dendrimer exhibited almost no dendritic effect, a result explained by the ability of methanol to interact extensively with the branched shell, generating a more open superstructure. By comparison of all the new data with other reports, this study provides a key insight into the structure-activity relationships which control redox processes in dendrimers and also an insight into the electrochemical process itself.