1-(1-adamantyl)-3-[3-[3-(1-adamantylcarbamoylamino)propyl-[2-(methoxymethoxy)ethyl]amino]propyl]urea | 640844-66-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 1-(1-adamantyl)-3-[3-[3-(1-adamantylcarbamoylamino)propyl-[2-(methoxymethoxy)ethyl]amino]propyl]urea
• CAS: 640844-66-2
• 化学式: C₃₂H₅₅N₅O₄
• 分子量: 573.82
• InChiKey: YXZMFSJONFLQEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  41.0
• 可旋转键数：
  15.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  103.96
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(1-adamantyl)-3-[3-[3-(1-adamantylcarbamoylamino)propyl-[2-(methoxymethoxy)ethyl]amino]propyl]urea 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以98%的产率得到1-(1-Adamantyl)-3-[3-[3-(1-adamantylcarbamoylamino)propyl-(2-hydroxyethyl)amino]propyl]urea
  参考文献：
  名称：

  Synthesis and Self-Assembly of Supramolecular Dendritic “Bow-Ties”:  Effect of Peripheral Functionality on Association Constants

  摘要：

  Self-assembled polyester dendritic bow-ties with various peripheral groups were prepared, and their association constants were measured by H-1 NMR in CDCl3. The two complementary dendrons were prepared by attachment of either a bis(adamantylurea) or a glycinylurea to the focal point of the dendron. The parent self-assembled system with benzylidene acetals on one periphery and isopropylidene acetals on the other had an association constant of 520 M-1. Upon deprotection of one dendron, the association constant is increased by more than an order of magnitude as the solubility of the hydroxyl-terminated dendron in CDCl3 is decreased. In contrast, attachment of tri(ethylene oxide) units to the periphery of one dendron lowers the association constant by almost an order of magnitude. The causes of these relatively large changes in complex strength are discussed in terms of solubility, steric effects, competitive hydrogen bonding, and the structure of the dendritic scaffold.

  DOI：

  10.1021/jo035329s
• 作为产物：
  描述：

  N,N-bis(2-cyanoethyl)ethanolamine methoxymethyl ether 在 sodium hydroxide 、 氢气 、 镍 作用下， 以 乙醇 为溶剂， 生成 1-(1-adamantyl)-3-[3-[3-(1-adamantylcarbamoylamino)propyl-[2-(methoxymethoxy)ethyl]amino]propyl]urea
  参考文献：
  名称：

  Synthesis and Self-Assembly of Supramolecular Dendritic “Bow-Ties”:  Effect of Peripheral Functionality on Association Constants

  摘要：

  Self-assembled polyester dendritic bow-ties with various peripheral groups were prepared, and their association constants were measured by H-1 NMR in CDCl3. The two complementary dendrons were prepared by attachment of either a bis(adamantylurea) or a glycinylurea to the focal point of the dendron. The parent self-assembled system with benzylidene acetals on one periphery and isopropylidene acetals on the other had an association constant of 520 M-1. Upon deprotection of one dendron, the association constant is increased by more than an order of magnitude as the solubility of the hydroxyl-terminated dendron in CDCl3 is decreased. In contrast, attachment of tri(ethylene oxide) units to the periphery of one dendron lowers the association constant by almost an order of magnitude. The causes of these relatively large changes in complex strength are discussed in terms of solubility, steric effects, competitive hydrogen bonding, and the structure of the dendritic scaffold.

  DOI：

  10.1021/jo035329s