N-[(3,4,5-tridodecoxyphenyl)methyl]-3-[(4S,11S,18S)-2,9,16-trioxo-11,18-bis[3-oxo-3-[(3,4,5-tridodecoxyphenyl)methylamino]propyl]-6,13,20-trithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]propanamide | 1311200-45-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: N-[(3,4,5-tridodecoxyphenyl)methyl]-3-[(4S,11S,18S)-2,9,16-trioxo-11,18-bis[3-oxo-3-[(3,4,5-tridodecoxyphenyl)methylamino]propyl]-6,13,20-trithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]propanamide
• CAS: 1311200-45-9
• 化学式: C₁₅₃H₂₆₁N₉O₁₅S₃
• 分子量: 2563.0
• InChiKey: BFYHTJCSRNTECD-CUMYSWFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  53.9
• 重原子数：
  180
• 可旋转键数：
  123
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  381
• 氢给体数：
  6
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  cyclo-[-Glu(OH)(Thz)-]3 、 (3,4,5-tris(dodecyloxy)phenyl)methanamine 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以167 mg的产率得到N-[(3,4,5-tridodecoxyphenyl)methyl]-3-[(4S,11S,18S)-2,9,16-trioxo-11,18-bis[3-oxo-3-[(3,4,5-tridodecoxyphenyl)methylamino]propyl]-6,13,20-trithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]propanamide
  参考文献：
  名称：

  Columnarly Assembled Liquid-Crystalline Peptidic Macrocycles Unidirectionally Orientable over a Large Area by an Electric Field

  摘要：

  Being inspired by naturally occurring peptidic macrocycles, we developed liquid-crystalline (LC) compounds 1 and 2 that are capable of self-assembling into hexagonal columnar mesophases over a wide temperature range that includes room temperature. Their bowl-shaped macrocyclic cores are conformationally robust because of the presence of internal H-bonds, while the columnar assembly is ensured by intermolecular H-bonding interactions involving the exocyclic amide units. When an electric field was applied to their LC films from a direction orthogonal to the film plane, the columns were oriented homeotropically over a large area.

  DOI：

  10.1021/ja203894r

文献信息

• Columnarly Assembled Liquid-Crystalline Peptidic Macrocycles Unidirectionally Orientable over a Large Area by an Electric Field
  作者：Kohei Sato、Yoshimitsu Itoh、Takuzo Aida

  DOI：10.1021/ja203894r

  日期：2011.9.7

  Being inspired by naturally occurring peptidic macrocycles, we developed liquid-crystalline (LC) compounds 1 and 2 that are capable of self-assembling into hexagonal columnar mesophases over a wide temperature range that includes room temperature. Their bowl-shaped macrocyclic cores are conformationally robust because of the presence of internal H-bonds, while the columnar assembly is ensured by intermolecular H-bonding interactions involving the exocyclic amide units. When an electric field was applied to their LC films from a direction orthogonal to the film plane, the columns were oriented homeotropically over a large area.