5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[4-[[4-[4-[2-[2-[4-[4-[(E,2S,3R,8R,10R)-3-hydroxy-8,10-dimethyl-2-(methylamino)dodec-6-enyl]phenoxy]butanoylamino]ethoxy]ethoxy]benzoyl]phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethyl]pentanamide | 1246843-47-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[4-[[4-[4-[2-[2-[4-[4-[(E,2S,3R,8R,10R)-3-hydroxy-8,10-dimethyl-2-(methylamino)dodec-6-enyl]phenoxy]butanoylamino]ethoxy]ethoxy]benzoyl]phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
• CAS: 1246843-47-9
• 化学式: C₆₃H₉₂N₈O₁₂S
• 分子量: 1185.54
• InChiKey: RLPHHVCZMAFQBX-UUQOJIHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  84
• 可旋转键数：
  45
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  269
• 氢给体数：
  6
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以18 mg的产率得到5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[4-[[4-[4-[2-[2-[4-[4-[(E,2S,3R,8R,10R)-3-hydroxy-8,10-dimethyl-2-(methylamino)dodec-6-enyl]phenoxy]butanoylamino]ethoxy]ethoxy]benzoyl]phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
  参考文献：
  名称：

  Total Synthesis and Biological Evaluation of Tyroscherin

  摘要：

  The efficient synthesis and biological evaluation of both the reported and revised structures of tyroscherin have been achieved. Central to our synthesis is a cross metathesis reaction that generated the trans-olefin regioselectively. This synthetic strategy enabled the facile manipulation of tyroscherin stereochemistry, facilitating the generation of all 16 tyroscherin diastereomers and a photoactivatable tyroscherin-based affinity probe for future mode of action studies.

  DOI：

  10.1021/ol101801u

文献信息

• Total Synthesis and Biological Evaluation of Tyroscherin
  作者：Hyun Seop Tae、John Hines、Ashley R. Schneekloth、Craig M. Crews

  DOI：10.1021/ol101801u

  日期：2010.10.1

  The efficient synthesis and biological evaluation of both the reported and revised structures of tyroscherin have been achieved. Central to our synthesis is a cross metathesis reaction that generated the trans-olefin regioselectively. This synthetic strategy enabled the facile manipulation of tyroscherin stereochemistry, facilitating the generation of all 16 tyroscherin diastereomers and a photoactivatable tyroscherin-based affinity probe for future mode of action studies.