bis{2-[3,4-bis(undecyloxy)phenyl]ethyl} L-glutamate | 393104-65-9

• 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: bis{2-[3,4-bis(undecyloxy)phenyl]ethyl} L-glutamate
• 英文别名: bis[2-(3,4-diundecyloxyphenyl)ethyl] L-glutamate；bis[2-[3,4-di(undecoxy)phenyl]ethyl] (2S)-2-aminopentanedioate
• CAS: 393104-65-9
• 化学式: C₆₅H₁₁₃NO₈
• 分子量: 1036.61
• InChiKey: SFTNZTQFFDOOCS-MNPYLUJASA-N

物化性质

• 沸点：
  941.5±65.0 °C(Predicted)
• 密度：
  0.972±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  23.4
• 重原子数：
  74
• 可旋转键数：
  56
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-芘甲酸 、 bis{2-[3,4-bis(undecyloxy)phenyl]ethyl} L-glutamate 在 4-二甲氨基吡啶 、 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 为溶剂， 反应 12.0h， 以83%的产率得到N-pyrene-1-carbonyl-L-glutamic acid bis-2-[3,4-bis(undecyloxy)phenyl]ethyl ester
  参考文献：
  名称：

  One-Dimensional Chiral Self-Assembly of Pyrene Derivatives Based on Dendritic Oligopeptides

  摘要：

  Supramolecular chiral columnar liquid crystals have been formed through one-dimensional self-assembly of pyrene-containing oligopeptides. Supramolecular chirality is further tuned by cooperation of intermolecular hydrogen bonding and electron donor-acceptor interactions.

  DOI：

  10.1021/ol060580q
• 作为产物：
  描述：

  3,4-二羟基苯乙酸 在 palladium on activated charcoal 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 硫酸 、 氢气 、 potassium carbonate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 58.0h， 生成 bis{2-[3,4-bis(undecyloxy)phenyl]ethyl} L-glutamate
  参考文献：
  名称：

  摘要：

  Folic acid derivatives having 2-(3,4-dialkoxyphenyl) ethyl moieties have been found to exhibit thermotropic liquid-crystalline behavior. Smectic and discotic phases are observed for these compounds over wide temperature ranges. X-Ray diffraction and infrared measurements show that the formation of the smectic and discotic phases is due to the ribbon-and disk-like structures of the pterin rings of folic acid, respectively. The smectic phase is changed to a hexagonal columnar phase by the addition of alkali metal salts. This behavior is attributed to the change of the hydrogen-bonded structures from ribbon to disk induced by the ion-dipolar interactions.

  DOI：

  10.1039/b103168f

文献信息

• Thermotropic liquid-crystalline folic acid derivatives: supramolecular discotic and smectic aggregation
  作者：Kiyoshi Kanie、Takayasu Yasuda、Takashi Kato、Seiji Ujiie

  DOI：10.1039/b004815l

  日期：——

  Thermotropic discotic and smectic liquid crystallinity can be induced for folic acid derivatives having octadecyl and undecyl substituents in wide temperatures ranges, respectively; the addition of sodium triflate to smectic liquid-crystalline folic acid leads to a change of the assembled structures from smectic to columnar phases.

  具有十八烷基和十一烷基取代基的叶酸衍生物可分别在很宽的温度范围内诱导出热致盘状和胶状液晶；向胶状液晶叶酸中添加三酸钠会导致组装结构从胶状相变为柱状相。
• Ionic Liquid Crystals: Self-assembly of Imidazolium Salts Containing an L-Glutamic Acid Moiety
  作者：Sanami Yazaki、Yuko Kamikawa、Masafumi Yoshio、Atsushi Hamasaki、Tomohiro Mukai、Hiroyuki Ohno、Takashi Kato

  DOI：10.1246/cl.2008.538

  日期：2008.5.5

  Liquid-crystalline (LC) behavior and ionic conductivities of imidazolium salts containing an l-glutamic acid moiety have been studied. The ionic conductivities of the (CF3SO2)2N− salt forming the columnar LC phase are higher than those of the Br− salt in the columnar LC state. The ionic conductivity shows a sudden decrease at the columnar–micellar cubic LC transition of the Br− salt.

  研究了含有 L-谷氨酸部分的咪唑鎓盐的液晶 (LC) 行为和离子电导率。形成柱状液晶相的(CF3SO2)2N−盐的离子电导率高于柱状液晶相中Br−盐的离子电导率。离子电导率在 Br− 盐的柱状-胶束立方 LC 转变处表现出突然下降。
• ——
  作者：Kiyoshi Kanie、Masayuki Nishii、Takayasu Yasuda、Takashi Taki、Seiji Ujiie、Takashi Kato

  DOI：10.1039/b103168f

  日期：2001.10.23

  Folic acid derivatives having 2-(3,4-dialkoxyphenyl) ethyl moieties have been found to exhibit thermotropic liquid-crystalline behavior. Smectic and discotic phases are observed for these compounds over wide temperature ranges. X-Ray diffraction and infrared measurements show that the formation of the smectic and discotic phases is due to the ribbon-and disk-like structures of the pterin rings of folic acid, respectively. The smectic phase is changed to a hexagonal columnar phase by the addition of alkali metal salts. This behavior is attributed to the change of the hydrogen-bonded structures from ribbon to disk induced by the ion-dipolar interactions.
• One-Dimensional Chiral Self-Assembly of Pyrene Derivatives Based on Dendritic Oligopeptides
  作者：Yuko Kamikawa、Takashi Kato

  DOI：10.1021/ol060580q

  日期：2006.6.1

  Supramolecular chiral columnar liquid crystals have been formed through one-dimensional self-assembly of pyrene-containing oligopeptides. Supramolecular chirality is further tuned by cooperation of intermolecular hydrogen bonding and electron donor-acceptor interactions.