(3aR,4R,7S,7aS)-8-(propan-2-ylidene)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione | 217649-81-5

• 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: (3aR,4R,7S,7aS)-8-(propan-2-ylidene)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
• 英文别名: (1S,2S,6R,7R)-10-propan-2-ylidene-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 217649-81-5
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: MOUDGOQQAUDGFJ-SWOGREBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3aR,4R,7S,7aS)-8-(propan-2-ylidene)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 在 palladium on activated charcoal 氢气 作用下， 以97%的产率得到(3aR,4R,7S,7aS)-hexahydro-8-isopropylidene-4,7-methano-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  用于分子识别的会聚羟基酰亚胺模块

  摘要：

  描述了一种新模块的设计和合成，该模块用于快速组装可溶于有机溶剂的非生物受体。该模块的用途以其转化为9-丁基腺嘌呤的简单受体为例。

  DOI：

  10.1016/0040-4039(96)01303-2
• 作为产物：
  描述：

  马来酰亚胺 、 6,6-二甲基-5-亚甲基-1,3-环戊二烯 以 甲苯 为溶剂， 以89%的产率得到(3aR,4R,7S,7aS)-8-(propan-2-ylidene)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
  参考文献：
  名称：

  用于分子识别的会聚羟基酰亚胺模块

  摘要：

  描述了一种新模块的设计和合成，该模块用于快速组装可溶于有机溶剂的非生物受体。该模块的用途以其转化为9-丁基腺嘌呤的简单受体为例。

  DOI：

  10.1016/0040-4039(96)01303-2

文献信息

• A convergent hydroxyimide module for molecular recognition
  作者：David G Lonergan、Juan Riego、Ghislain Deslongchamps

  DOI：10.1016/0040-4039(96)01303-2

  日期：1996.8

  The design and synthesis of a new module for the rapid assembly of abiotic receptors soluble in organic solvent is described. The utility of the module is exemplified by its conversion into a simple receptor for 9-butyladenine.

  描述了一种新模块的设计和合成，该模块用于快速组装可溶于有机溶剂的非生物受体。该模块的用途以其转化为9-丁基腺嘌呤的简单受体为例。
• Facially Amphipathic Glycopolymers Inhibit Ice Recrystallization
  作者：Ben Graham、Alice E. R. Fayter、Judith E. Houston、Rachel C. Evans、Matthew I. Gibson

  DOI：10.1021/jacs.8b02066

  日期：2018.5.2

  Antifreeze glycoproteins (AFGPs) from polar fish are the most potent ice recrystallization (growth) inhibitors known, and synthetic mimics are required for low-temperature applications such as cell cryopreservation. Here we introduce facially amphipathic glycopolymers that mimic the three-dimensional structure of AFGPs. Glycopolymers featuring segregated hydrophilic and hydrophobic faces were prepared by ring-opening metathesis polymerization, and their rigid conformation was confirmed by small-angle neutron scattering. Ice recrystallization inhibition (IRI) activity was reduced when a hydrophilic oxo-ether was installed on the glycan-opposing face, but significant activity was restored by incorporating a hydrophobic dimethylfulvene residue. This biomimetic strategy demonstrates that segregated domains of distinct hydrophilicity/hydrophobicity are a crucial motif to introduce IRI activity, which increases our understanding of the complex ice crystal inhibition processes.