(4-3,4-3,5)12G2-CH2Cl | 481190-43-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-3,4-3,5)12G2-CH2Cl
• 英文别名: 1,3-Bis[[3,4-bis[(4-dodecoxyphenyl)methoxy]phenyl]methoxy]-5-(chloromethyl)benzene
• CAS: 481190-43-6
• 化学式: C₉₇H₁₃₉ClO₁₀
• 分子量: 1500.62
• InChiKey: GAQKOULHXNALNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  33.3
• 重原子数：
  108
• 可旋转键数：
  67
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (4-3,4-3,5)12G2-CH2Cl 、 2,3,6,7,10,11-六羟基三苯 在 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以54.9%的产率得到2,3,6,7,10,11-hexakis-[3,5-bis-{3,4-bis-(4-dodecyloxy-benzyloxy)-benzyloxy}-benzyloxy]-triphenylene
  参考文献：
  名称：

  Percec, Virgil; Imam, Mohammad R.; Peterca, Mihai, Journal of the American Chemical Society, 2009, vol. 131, p. 7662 - 7677

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-bis{3',4'-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzyloxy}benzyl alcohol 在 氯化亚砜 、 2,6-二叔丁基-4-甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以85%的产率得到(4-3,4-3,5)12G2-CH2Cl
  参考文献：
  名称：

  Amphiphilic dendritic dipeptides & their self-assembly into helical pores

  摘要：

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。

  公开号：

  US20060088499A1

文献信息

• Programming the Internal Structure and Stability of Helical Pores Self-Assembled from Dendritic Dipeptides via the Protective Groups of the Peptide
  作者：Virgil Percec、Andrés E. Dulcey、Mihai Peterca、Monica Ilies、Monika J. Sienkowska、Paul A. Heiney

  DOI：10.1021/ja056313h

  日期：2005.12.1

  The synthesis of dendritic dipeptides (4-3,4-3,5)12G2-CH2-X-L-Tyr-L-Ala-OMe with X = Boc, Moc, and Ac; their self-assembly in bulk and in solution; and the structural and retrostructural analysis of their supramolecular helical porous assemblies are reported. The dimensions, structure, internal order, thermal stability of the supramolecular helical pores, and conformations of the dendron and supramolecular

  X = Boc、Moc和Ac的树枝状二肽(4-3,4-3,5)12G2-CH2-XL-Tyr-L-Ala-OMe的合成；它们在散装和溶液中自组装；并报告了其超分子螺旋多孔组件的结构和逆向结构分析。超分子螺旋孔的尺寸、结构、内部顺序、热稳定性以及树枝状和超分子树枝状聚合物的构象由二肽的保护基团的性质编程。保护基团对螺旋孔结构进行编程的能力揭示了最简单的设计策略，它补充了基于树突结构、立体化学和二肽结构的更复杂的策略。
• Programming the Supramolecular Helical Polymerization of Dendritic Dipeptides via the Stereochemical Information of the Dipeptide
  作者：Brad M. Rosen、Mihai Peterca、Kentaro Morimitsu、Andrés E. Dulcey、Pawaret Leowanawat、Ana-Maria Resmerita、Mohammad R. Imam、Virgil Percec

  DOI：10.1021/ja200280h

  日期：2011.4.6

  Many natural biomacromolecules are homochiral and are built from constituents possessing identical handedness. The construction of synthetic molecules, macromolecules, and supramolecular structures with tailored stereochemical sequences can detail the relationship between chirality and function and provide insight into the process that leads to the selection of handedness and amplification of chirality. Dendritic dipeptides, previously reported from our laboratory, self-assemble into helical porous columns and serve as fundamental mimics of natural porous helix-forming proteins and supramolecular polymers. Herein, the synthesis of all stereochemical permutations of a self-assembling dendritic dipeptide including homochiral, heterochiral, and differentially racemized variants is reported. A combination of CD/UV-vis spectroscopy in solution and in film, X-ray diffraction, and differential scanning calorimetry studies in solid state established the role of the stereochemistry of the dipeptide on the thermodynamics and mechanism of self-assembly. It was found that the highest degree of stereochemical purity, enantiopure homochiral dendritic dipeptides, exhibits the most thermodynamically favorable self-assembly process in solution corresponding to the greatest degree of helical order and intracolumnar crystallization in solid state. Reducing the stereochemical purity of the dendritic dipeptide through heterochirality or by partially or fully racernizing the dendritic dipeptide destructively interferes with the self-assembly process. All dendritic dipeptides were shown to coassemble into single columns regardless of their stereochemistry. Because these columns exhibit no deracemization, the thermodynamic advantage of enantiopurity and homochirality suggests a mechanism for stereochemical selection and chiral amplification.
• Percec, Virgil; Peterca, Mihai; Dulcey, Andres E., Journal of the American Chemical Society, 2008, vol. 130, p. 13079 - 13094
  作者：Percec, Virgil、Peterca, Mihai、Dulcey, Andres E.、Imam, Mohammad R.、Hudson, Steven D.、et al.

  DOI：——

  日期：——
• US7671033B2
  申请人：——

  公开号：US7671033B2

  公开（公告）日：2010-03-02