[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 11-(4-nitrophenoxy)undecanoate | 957996-22-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 11-(4-nitrophenoxy)undecanoate
• CAS: 957996-22-4
• 化学式: C₄₄H₆₉NO₅
• 分子量: 692.036
• InChiKey: QNFSQGCSTOWNHT-DPFHCPBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  50
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 11-(4-nitrophenoxy)undecanoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  带有手性介晶单元的环状三磷腈基柱状液晶中螺旋自组装的观察

  摘要：

  Nowadays, intensive research has focused on the design and synthesis of function-integrated smart materials resulting from the spontaneous self-assembly of appropriately chosen functional molecules. 朝着这个方向努力，我们合成了一系列新的非常规手性柱状液晶 (Col LC)，其中环三磷腈核心被基于胆固醇的席夫碱二聚单元包围。胆固醇，通过以下方式共价结合到双环席夫碱核上一个不同长度和奇偶校验的柔性垫片，已被有预谋地结合起来，以在 Col 流体宏观结构中诱导手性。这些研究使用多种互补技术，清楚地揭示了间隔物的长度而不是奇偶性对由合成化合物的固有 Col 组装产生的 2D 晶格对称性的影响。通过详细的电子密度映射和小角/广角

  DOI：

  10.1039/d2tc03847a
• 作为产物：
  描述：

  11-溴十一酰氯 在 吡啶 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 24.0h， 生成 [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 11-(4-nitrophenoxy)undecanoate
  参考文献：
  名称：

  Synthesis and characterization of novel cholesterol based mesogenic compounds using ‘click’ chemistry

  摘要：

  一种合成至今未报道的不对称二聚液晶的新颖高效路线已经通过铜(I)催化的叠氮-炔环加成“点击”化学反应被开发出来，该路线结合了一个胆甾基团和一个芳香性介晶单元，通过戊二基或癸二基间隔基相连。芳香单元由两个苯环与一个三唑基团相连构成。一种含有两个胆甾基酯和一个芳香段通过戊二基间隔基连接的新型三聚液晶也被合成。新合成的液晶显示出了N*相、TGB相以及部分双层结构的SmC* (SmCd*)相。这些液晶的液态晶相性质在偏光显微镜(POM)、差示扫描量热法(DSC)以及粉末X射线衍射研究的帮助下进行了探究。密度泛函理论(DFT)研究也被用于确定中心位置即酯键合处的偶极取向。所有化合物均通过其元素分析和光谱数据进行了表征。

  DOI：

  10.1039/b9nj00744j

文献信息

• Synthesis and characterization of novel cholesterol based mesogenic compounds using ‘click’ chemistry
  作者：K. C. Majumdar、Shovan Mondal、Randhir K. Sinha

  DOI：10.1039/b9nj00744j

  日期：——

  An efficient route for the synthesis of hitherto unreported non-symmetric dimesogens consisting of a cholesteryl moiety and an aromatic mesogenic unit interconnected through a pentamethylene or decamethylene spacer by Cu(I)-catalyzed azide–alkyne cycloaddition ‘click’ chemistry has been developed. The aromatic units consist of two phenyl rings linked to a triazole moiety. A new trimesogen consisting two cholesteryl esters and an aromatic segment joined by pentamethylene spacer has also been synthesized. The newly synthesized mesogens show N*, TGB and partially bilayered SmC* (SmCd*) phases. The liquid crystalline phases were investigated with the help of polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and powder X-ray diffraction studies. DFT study was also used to locate the orientation of the dipole at the centre position i.e. at ester linkage. All the compounds were characterized from their elemental analyses and spectral data.

  一种合成至今未报道的不对称二聚液晶的新颖高效路线已经通过铜(I)催化的叠氮-炔环加成“点击”化学反应被开发出来，该路线结合了一个胆甾基团和一个芳香性介晶单元，通过戊二基或癸二基间隔基相连。芳香单元由两个苯环与一个三唑基团相连构成。一种含有两个胆甾基酯和一个芳香段通过戊二基间隔基连接的新型三聚液晶也被合成。新合成的液晶显示出了N*相、TGB相以及部分双层结构的SmC* (SmCd*)相。这些液晶的液态晶相性质在偏光显微镜(POM)、差示扫描量热法(DSC)以及粉末X射线衍射研究的帮助下进行了探究。密度泛函理论(DFT)研究也被用于确定中心位置即酯键合处的偶极取向。所有化合物均通过其元素分析和光谱数据进行了表征。
• Synthesis and Characterization of Cholesterol-Based Tetramers
  作者：K. C. Majumdar、S. Ponra、S. Chakravorty

  DOI：10.1080/15421406.2010.504628

  日期：2010.10.14

  Novel symmetrical liquid-crystal tetramers were designed and synthesized. The length of the central spacer and the outer spacers has been varied. The molecular structures of the target compounds were confirmed by Fourier transform infrared and proton nuclear magnetic resonance spectroscopy. The thermal phase behavior of the tetramers was investigated by polarizing optical microscopy and differential scanning calorimetry. All of the liquid-crystal tetramers showed either a chiral nematic mesophase or chiral nematic and smectic mesophases.
• Observation of helical self-assembly in cyclic triphosphazene-based columnar liquid crystals bearing chiral mesogenic units
  作者：Shruti Rani、Vidhika Punjani、Santosh Prasad Gupta、Madhu Babu Kanakala、C. V. Yelamaggad、Santanu Kumar Pal

  DOI：10.1039/d2tc03847a

  日期：——

  function-integrated smart materials resulting from the spontaneous self-assembly of appropriately chosen functional molecules. Working in this direction, we have synthesized a new series of non-conventional, chiral columnar liquid crystals (Col LCs), where the cyclotriphosphazene core is surrounded by cholesterol-based Schiff base dimeric units. Cholesterol, which is covalently bound to the two-ring Schiff base

  Nowadays, intensive research has focused on the design and synthesis of function-integrated smart materials resulting from the spontaneous self-assembly of appropriately chosen functional molecules. 朝着这个方向努力，我们合成了一系列新的非常规手性柱状液晶 (Col LC)，其中环三磷腈核心被基于胆固醇的席夫碱二聚单元包围。胆固醇，通过以下方式共价结合到双环席夫碱核上一个不同长度和奇偶校验的柔性垫片，已被有预谋地结合起来，以在 Col 流体宏观结构中诱导手性。这些研究使用多种互补技术，清楚地揭示了间隔物的长度而不是奇偶性对由合成化合物的固有 Col 组装产生的 2D 晶格对称性的影响。通过详细的电子密度映射和小角/广角