[2-((1R,2R,6S,7S)-10-Isopropylidene-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-carbamic acid tert-butyl ester | 668492-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: [2-((1R,2R,6S,7S)-10-Isopropylidene-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[(1S,2S,6R,7R)-3,5-dioxo-10-propan-2-ylidene-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]ethyl]carbamate
• CAS: 668492-77-1
• 化学式: C₁₉H₂₆N₂O₄
• 分子量: 346.426
• InChiKey: NKRORZJBATWNOP-IKARSPCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R,6S)-10-Isopropylidene-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 、 N-叔丁氧羰基-1,2-乙二胺 在 cobalt(II) acetate 、 乙酸酐 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.33h， 以56%的产率得到[2-((1R,2R,6S,7S)-10-Isopropylidene-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Modular Norbornene Derivatives for the Preparation of Well-Defined Amphiphilic Polymers:  Study of the Lipid Membrane Disruption Activities

  摘要：

  Novel 2,3-disubstituted-7-alkylidene norborn-2-ene derivatives (1-4) were prepared through Diels-Alder cycloaddition of fulvene derivatives and appropriate dienophiles. The ring-opening metathesis polymerization of this type of modular monomer was studied using a molybdenum alkylidene catalyst (7) and three different ruthenium carbene catalysts (8-10). Through the choice of monomer and catalyst it was possible to obtain polymers with a range of molecular weights and narrow polydispersities (1.08-1.20). The resulting polymers were quantitatively transformed to water-soluble amphiphilic polymers through simple chemical modifications. By changing the monomer structure, it was possible to tune the balance of hydrophobicity and ionic nature of the final polymer. The interaction of these polymers with phospholipid membranes was studied using large unilamellar vesicles that entrap a fluorescent dye. To probe the effect of polymer molecular weight, ionic nature, and hydrophobic character on membrane disruption activity, polymer-induced dye leakage from the large unilamellar vesicles was measured.

  DOI：

  10.1021/ma035407d