2-[(3aR,4R,5S,6R,7S,7aS)-5,6-dihydroxy-1,3-dioxo-3a,4,5,6,7,7a-hexahydro-4,7-epoxyisoindol-2-yl]ethyl decanoate | 1498298-01-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(3aR,4R,5S,6R,7S,7aS)-5,6-dihydroxy-1,3-dioxo-3a,4,5,6,7,7a-hexahydro-4,7-epoxyisoindol-2-yl]ethyl decanoate
• CAS: 1498298-01-3
• 化学式: C₂₀H₃₁NO₇
• 分子量: 397.469
• InChiKey: GSTDQTLMJVFDED-CKYTUPMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 N-甲基吗啉 、 吡啶 、 四氧化锇 作用下， 以 水 、 叔丁醇 为溶剂， 生成 2-[(3aR,4R,5S,6R,7S,7aS)-5,6-dihydroxy-1,3-dioxo-3a,4,5,6,7,7a-hexahydro-4,7-epoxyisoindol-2-yl]ethyl decanoate
  参考文献：
  名称：

  Hierarchical Preferences of Hydroxylated Oxanorbornane-Based Achiral Amphiphiles

  摘要：

  Achiral amphiphiles with hydroxylated oxanorbornane head-groups showed specific morphological characteristics and hierarchical preferences depending upon the nature of lipophilic units. Detailed scanning electron microscopic (SEM) studies showed that twisted ribbonlike aggregates are characteristic of monoalkoxyaryl lipids with hydrocarbon chain length in the range C10-C13; these systems also had a preference toward lamellar arrangement. Asymmetric packing of these lipids is a unique occurrence and shows that the presence of molecular chirality is not an absolute requirement for curvature effects in their supramolecular assemblies. Aryl units in these systems were found to be important for the observed morphological preferences, which became evident from comparative studies involving simple long chain esters without this moiety. Single-crystal X-ray diffraction analysis of one of the lipids from the latter group gave finer details of strong and weak secondary interactions, which operate during their assembly process. Introduction of more than one alkyl chain on the aromatic ring caused a notable shift in the packing propensity toward columnar arrangement. Most of these cone-shaped molecules were found to give doughnut-shaped aggregates from acetone solution through the intermediary of fibrous structures, which was confirmed through SEM, transmission electron microscopic, and atomic force microscopic studies.

  DOI：

  10.1021/la4034172