| 1095854-16-2

• 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
• CAS: 1095854-16-2
• 化学式: C₁₄₄H₂₃₄N₈O₁₉
• 分子量: 2381.48
• InChiKey: YXLQKUKWQRHMQG-XSYVFGFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.27
• 重原子数：
  171.0
• 可旋转键数：
  30.0
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  474.32
• 氢给体数：
  18.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  N,N'-Dimethyl-N-(pyridin-4-yl)-1,2-ethanediamine 、 在 (benzotriazol-1-yloxyl)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以74%的产率得到(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-azido-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-N-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-[(2R)-5-[[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-17-[(2R)-5-[methyl-[2-[methyl(pyridin-4-yl)amino]ethyl]amino]-5-oxopentan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]amino]-5-oxopentan-2-yl]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]pentanamide
  参考文献：
  名称：

  DMAP-官能化的低聚胆碱酯折叠剂，用于溶剂响应型催化

  摘要：

  用4-二烷基氨基吡啶基官能化的六聚胆酸盐折叠剂对醇的乙酰化显示出溶剂敏感的催化作用。将催化剂折叠在含有低百分比（<4％）DMSO的四氯化碳中，并添加更多的DMSO使其展开。通过增加靠近催化基团的底物的有效浓度，折叠的催化剂比未折叠的催化剂对小的亲水性醇更具活性。然而，在未折叠的催化剂存在下，更长且疏水的正辛醇更具反应性。用折叠的低聚胆酸酯催化剂观察到甲醇/正辛醇的最高选择性（21：1）。

  DOI：

  10.1016/j.tet.2009.01.018

文献信息

• Efficient Construction of Oligocholate Foldamers via “Click” Chemistry and Their Tolerance of Structural Heterogeneity
  作者：Xingang Pan、Yan Zhao

  DOI：10.1021/ol802364c

  日期：2009.1.1

  The 1,3-dipolar cycloaddition between an alkynyl-terminated cholate trimer and an azido-functionalized cholate hexamer readily afforded the nonamer and dodecamer derivatives; whereas amide coupling employed in previous oligocholate synthesis failed beyond the octamer. Unlike typical oligocholate foldamers with exclusively head-to-tall arrangement of the repeat units, the newly synthesized "clicked" oligocholates contained head-to-head arrangement and flexible tethers in the sequence. Despite large structural perturbations, the clicked oligocholates folded similarly as the parent foldamers, demonstrating the robustness of the solvophobically driven folding mechanism.