3,5-bis{3',4'-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzyloxy}benzyl alcohol | 331822-41-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis{3',4'-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzyloxy}benzyl alcohol
• 英文别名: [4-3,4-3,5]12G2CH2OH；[3,5-Bis[[3,4-bis[(4-dodecoxyphenyl)methoxy]phenyl]methoxy]phenyl]methanol
• CAS: 331822-41-4
• 化学式: C₉₇H₁₄₀O₁₁
• 分子量: 1482.17
• InChiKey: DKCXEFUICBQHIB-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C
• 沸点：
  1224.8±60.0 °C(Predicted)
• 密度：
  1.03 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  32
• 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：
  113
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  methyl 3,5-bis{3',4'-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzyloxy}benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以94.2%的产率得到3,5-bis{3',4'-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzyloxy}benzyl alcohol
  参考文献：
  名称：

  基于 AB2 的单树突和超分子树枝状聚合物的两个结构异构文库的合成和结构分析

  摘要：

  基于 3,4- 和 3,5- 二取代苄基醚内部重复单元的自组装 AB2 单树突的两个结构异构文库的合成和结构分析，其中包含四个不同的第一代单树突，即 3,4,5-tris( n-dodecan-1-yloxy)苄基醚, 3,4-bis(n-dodecan-1-yloxy)benzyl ether, 3,4,5-tris[p-(n-dodecan-1-yloxy)benzyloxy]benzyl醚和 3,4-双[p-(n-dodecan-1-yloxy)benzyloxy] 苄基醚，在它们的外围被描述。无论其外围的重复单元如何，3,4-二取代系列单树突的前三代或四代自组装成球形超分子树枝状大分子，这些树枝状大分子自组织成 Pm3n 3-D 立方晶格，而同代的3、5-二取代系列单树突自组装成圆柱形超分子树枝状大分子，自组织成 p6mm 六边形柱状二维晶格。单树突的内部重复单元决定了超分子树枝状聚合物的形状。然而

  DOI：

  10.1021/ja0037771

文献信息

• Amphiphilic dendritic dipeptides & their self-assembly into helical pores
  申请人：Percec Virgil

  公开号：US20060088499A1

  公开（公告）日：2006-04-27

  An amphiphilic dendritic dipeptide, comprises a dipeptide(s) comprising one or more of a naturally occurring or synthetic amino acids and a dendron. These are suitable for use in various formulations, films, coatings, membranes and sensors, among other applications.

  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。
• Synthesis and Structural Analysis of Two Constitutional Isomeric Libraries of AB₂-Based Monodendrons and Supramolecular Dendrimers
  作者：Virgil Percec、Wook-Dong Cho、Goran Ungar、Duncan J. P. Yeardley

  DOI：10.1021/ja0037771

  日期：2001.2.1

  self-assemble into spherical supramolecular dendrimers that self-organize into a Pm3n 3-D cubic lattice while the same generations of the 3,5-disubstituted series of monodendrons self-assemble into cylindrical supramolecular dendrimers that self-organize into a p6mm hexagonal columnar 2-D lattice. The internal repeat unit of the monodendrons determines the shape of the supramolecular dendrimers. However..

  基于 3,4- 和 3,5- 二取代苄基醚内部重复单元的自组装 AB2 单树突的两个结构异构文库的合成和结构分析，其中包含四个不同的第一代单树突，即 3,4,5-tris( n-dodecan-1-yloxy)苄基醚, 3,4-bis(n-dodecan-1-yloxy)benzyl ether, 3,4,5-tris[p-(n-dodecan-1-yloxy)benzyloxy]benzyl醚和 3,4-双[p-(n-dodecan-1-yloxy)benzyloxy] 苄基醚，在它们的外围被描述。无论其外围的重复单元如何，3,4-二取代系列单树突的前三代或四代自组装成球形超分子树枝状大分子，这些树枝状大分子自组织成 Pm3n 3-D 立方晶格，而同代的3、5-二取代系列单树突自组装成圆柱形超分子树枝状大分子，自组织成 p6mm 六边形柱状二维晶格。单树突的内部重复单元决定了超分子树枝状聚合物的形状。然而
• 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。
• Helical Pores Self-Assembled from Homochiral Dendritic Dipeptides Based on <scp>l</scp>-Tyr and Nonpolar α-Amino Acids
  作者：Virgil Percec、Andrés E. Dulcey、Mihai Peterca、Peter Adelman、Ritika Samant、Venkatachalapathy S. K. Balagurusamy、Paul A. Heiney

  DOI：10.1021/ja071088k

  日期：2007.5.1

  The synthesis of dendritic dipeptides (4-3,4-3,5)12G2-CH2-Boc-L-Tyr-X-OMe where X = Gly, L-Val, L-Leu, L-Ile, L-Phe, and L-Pro is reported. Their self-assembly in bulk and in solution and the structural and retrostructural analysis of their periodic assemblies were compared to those of the previously reported and currently reinvestigated dendritic dipeptides with X = L-Ala. All dendritic dipeptides containing as X nonpolar alpha-amino acids self-assemble into helical porous columns. The substituent of X programs the structure of the helical pore and the resulting periodic array, in spite of the fact that its molar mass represents only between 0.05 and 4.77% from the molar mass of the dendritic dipeptide. In addition to the various 2-D columnar lattices, the dendritic dipeptides based on L-Ala, L-Leu, and L-Phe self-organize into 3-D hexagonal columnar crystals while those based on L-Val and L-Ile into an unknown columnar crystal. The principles via which the aliphatic and aromatic substituents of X program the structure of the helical pores indicate synthetic pathways to helical pores with bioinspired functions based on artificial nonpolar alpha-amino acids.
• Self-Assembly, Structural, and Retrostructural Analysis of Dendritic Dipeptide Pores Undergoing Reversible Circular to Elliptical Shape Change
  作者：Mihai Peterca、Virgil Percec、Andrés E. Dulcey、Sami Nummelin、Stephanie Korey、Monica Ilies、Paul A. Heiney

  DOI：10.1021/ja0611902

  日期：2006.5.1

  The synthesis of dendritic dipeptides (4- 3,4- 3,5- 4) 12G2-CH2-Boc-L-Tyr- L-Ala-OMe and (4-3, 4-3,5-4) 12G2-CH2-Boc-D-Tyr-D-Ala-OMe is described. These dendritic dipeptides self-assemble into porous elliptical and circular columns that in turn self-organize into centered rectangular columnar and hexagonal columnar periodic arrays. The transition from porous elliptical to porous circular columns is mediated in a reversible or irreversible way by the thermal history of the sample. A method to determine the dimensions of hollow elliptical and circular columns by the reconstruction of the small-angle powder X-ray diffractograms of the centered rectangular or hexagonal columnar lattices was elaborated. This technique together with wide-angle X-ray experiments performed on aligned fibers provided access to the structural and retrostructural analysis of elliptical supramolecular pores. This procedure is general and can be adapted for the determination of the dimensions of pores of any columnar shape.