[(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] (2S)-2-[[6-[[(2S)-1-[[(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]oxy]-1-oxo-3-phenylpropan-2-yl]amino]-6-oxohexanoyl]amino]-3-phenylpropanoate | 1103659-90-0

• 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] (2S)-2-[[6-[[(2S)-1-[[(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]oxy]-1-oxo-3-phenylpropan-2-yl]amino]-6-oxohexanoyl]amino]-3-phenylpropanoate
• CAS: 1103659-90-0
• 化学式: C₇₈H₁₁₆N₂O₆
• 分子量: 1177.79
• InChiKey: CTJKHTHJDOPVQT-AABLUPQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.3
• 重原子数：
  86
• 可旋转键数：
  27
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  己二酸 、 cholesteryl L-phenylalaninate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到[(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] (2S)-2-[[6-[[(2S)-1-[[(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]oxy]-1-oxo-3-phenylpropan-2-yl]amino]-6-oxohexanoyl]amino]-3-phenylpropanoate
  参考文献：
  名称：

  New dicholesteryl-based gelators: gelling ability and selective gelation of organic solvents from their mixtures with water at room temperature

  摘要：

  设计并合成了四种双胆固醇L-苯丙氨酸的新双酸酰胺。这些包含三个、四个、五个或六个碳原子的间隔基的化合物分别被标记为1-4。凝胶化测试表明，这四种化合物是多功能的有机凝胶剂，间隔基长度的微小变化会显著改变化合物的凝胶化行为，以及通过SEM和XRD测量揭示的凝胶网络的微观结构。在研究的77种凝胶系统中，至少有七种系统在室温下自发凝胶化，包括2/煤油、2/甲苯、2/二甲苯、3/煤油、3/1-戊醇、3/1-己醇和3/1-庚醇。此外，2和3可以用于从与水的混合物中选择性凝胶化二甲苯或煤油。重要的是，选择性凝胶化不需要加热和冷却循环或添加共溶剂。此外，2/二甲苯的凝胶在机械强度上足够用于分离，因此相信2是从其与水的混合物中实用分离二甲苯的强有力候选者。FT-IR和温度依赖的1H NMR测量表明，分子间氢键在凝胶网络的形成和维持中起着重要作用。

  DOI：

  10.1039/b807576j

文献信息

• New dicholesteryl-based gelators: gelling ability and selective gelation of organic solvents from their mixtures with water at room temperature
  作者：Junxia Peng、Kaiqiang Liu、Xufei Liu、Huiyun Xia、Jing Liu、Yu Fang

  DOI：10.1039/b807576j

  日期：——

  Four new diacid amides of dicholesteryl L-phenylalaninate were designed and prepared. The compounds with spacers containing three, four, five, or six carbon atoms are denoted as 1–4, respectively. Gelation tests showed that the four compounds are versatile organogelators, and a subtle change in the length of the spacer can produce a dramatic change in the gelation behaviors of the compounds, as well as the micro-structures of the gel networks as revealed by SEM and XRD measurements. Within the 77 gel systems studied, at least seven of them, including 2/kerosene, 2/toluene, 2/xylene, 3/kerosene, 3/1-pentanol, 3/1-hexanol and 3/1-heptanol, gel spontaneously at room temperature. Furthermore, 2 and 3 can be used for the selective gelation of xylene or kerosene from their mixtures with water. Importantly, heating and cooling cycle or addition of a co-solvent is not necessary for the selective gelation. Furthermore, the gels of 2/xylene are mechanically strong enough for separation, and thereby it is believed that 2 is a strong candidate for the practical separation of xylene from its mixture with water. FT-IR and temperature-dependent 1H NMR measurements demonstrated that inter-molecular hydrogen bonding plays an important role for the formation and maintenance of the gel networks.

  设计并合成了四种双胆固醇L-苯丙氨酸的新双酸酰胺。这些包含三个、四个、五个或六个碳原子的间隔基的化合物分别被标记为1-4。凝胶化测试表明，这四种化合物是多功能的有机凝胶剂，间隔基长度的微小变化会显著改变化合物的凝胶化行为，以及通过SEM和XRD测量揭示的凝胶网络的微观结构。在研究的77种凝胶系统中，至少有七种系统在室温下自发凝胶化，包括2/煤油、2/甲苯、2/二甲苯、3/煤油、3/1-戊醇、3/1-己醇和3/1-庚醇。此外，2和3可以用于从与水的混合物中选择性凝胶化二甲苯或煤油。重要的是，选择性凝胶化不需要加热和冷却循环或添加共溶剂。此外，2/二甲苯的凝胶在机械强度上足够用于分离，因此相信2是从其与水的混合物中实用分离二甲苯的强有力候选者。FT-IR和温度依赖的1H NMR测量表明，分子间氢键在凝胶网络的形成和维持中起着重要作用。