methyl [[(9Z)-12-[4-[(E)-phenyldiazenyl]phenoxy]dodec-9-enoyl]methylamino]acetate | 1413644-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: methyl [[(9Z)-12-[4-[(E)-phenyldiazenyl]phenoxy]dodec-9-enoyl]methylamino]acetate
• CAS: 1413644-41-3
• 化学式: C₂₈H₃₇N₃O₄
• 分子量: 479.619
• InChiKey: KRLOKWBGJQCWKZ-DNDUZFGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.79
• 重原子数：
  35.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  80.56
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl [[(9Z)-12-[4-[(E)-phenyldiazenyl]phenoxy]dodec-9-enoyl]methylamino]acetate 在 lithium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 12.0h， 以92%的产率得到[[(9Z)-12-[4-[(E)-phenyldiazenyl]phenoxy]dodec-9-enoyl]methylamino]acetic acid
  参考文献：
  名称：

  Design and Synthesis of Lipids for the Fabrication of Functional Lipidic Cubic-Phase Biomaterials

  摘要：

  A series of novel lipids with designed functionalities were synthesized. These lipids are based on conjugation of alpha-amino acids and their esters, cationic, anionic, neutral, and photochromic moieties to the lipophilic 9-cis octadecenyl chains by amide, ester, thioester, or amine bonds. Because of the plasticity of lipidic cubic phases, it is envisaged that when mixed with monooleoyl-rac-glycerol (monoolein, MO) and water at appropriate proportions, they would assemble to form bicontinuous lipidic cubic phases (LCPs) that exhibit the well-known material properties of LCPs such as phase stability, optical transparency, and chemical permeability. Moreover, due to the nature and position of the functionality at the headgroup region, we envision them to perform as functional materials by design.

  DOI：

  10.1021/jo301659c
• 作为产物：
  描述：

  methyl (9Z)-12-bromododec-9-enoate 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 16.0h， 生成 methyl [[(9Z)-12-[4-[(E)-phenyldiazenyl]phenoxy]dodec-9-enoyl]methylamino]acetate
  参考文献：
  名称：

  Design and Synthesis of Lipids for the Fabrication of Functional Lipidic Cubic-Phase Biomaterials

  摘要：

  A series of novel lipids with designed functionalities were synthesized. These lipids are based on conjugation of alpha-amino acids and their esters, cationic, anionic, neutral, and photochromic moieties to the lipophilic 9-cis octadecenyl chains by amide, ester, thioester, or amine bonds. Because of the plasticity of lipidic cubic phases, it is envisaged that when mixed with monooleoyl-rac-glycerol (monoolein, MO) and water at appropriate proportions, they would assemble to form bicontinuous lipidic cubic phases (LCPs) that exhibit the well-known material properties of LCPs such as phase stability, optical transparency, and chemical permeability. Moreover, due to the nature and position of the functionality at the headgroup region, we envision them to perform as functional materials by design.

  DOI：

  10.1021/jo301659c