2-(trimethylsilyl)ethyl (S,E)-3-((((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4,5-dihydro-[2,4'-bithiazole]-4-carbonyl)-L-valyl)oxy)-7-(tritylthio)hept-4-enoate | 1132667-23-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(trimethylsilyl)ethyl (S,E)-3-((((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4,5-dihydro-[2,4'-bithiazole]-4-carbonyl)-L-valyl)oxy)-7-(tritylthio)hept-4-enoate
• CAS: 1132667-23-2
• 化学式: C₄₉H₆₂N₄O₇S₃Si
• 分子量: 943.337
• InChiKey: RBDHGFDLIWDKPI-JJNSADDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.03
• 重原子数：
  64.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  145.28
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl (S,E)-3-((((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4,5-dihydro-[2,4'-bithiazole]-4-carbonyl)-L-valyl)oxy)-7-(tritylthio)hept-4-enoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Histone Deacetylase Inhibitory Activity of Largazole Analogs: Alteration of the Zinc-Binding Domain and Macrocyclic Scaffold

  摘要：

  Fourteen analogs of the marine natural product largazole have been prepared and assayed against histone deacetylases (HDACs) 1, 2, 3, and 6. Olefin cross-metathesis was used to efficiently access six variants of the side-chain zinc-binding domain, while adaptation of our previously reported modular synthesis allowed probing of the macrocyclic cap group.

  DOI：

  10.1021/ol900078k
• 作为产物：
  描述：

  (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 、 2-{2-[(tert-butoxycarbonylamino)methyl]thiazol-4-yl}-4,5-dihydrothiazole-4-carboxylic acid 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以33%的产率得到2-(trimethylsilyl)ethyl (S,E)-3-(((2'-(((tert-butoxycarbonyl)amino)methyl)-[2,4'-bithiazole]-4-carbonyl)-L-valyl)oxy)-7-(tritylthio)hept-4-enoate
  参考文献：
  名称：

  Synthesis and Histone Deacetylase Inhibitory Activity of Largazole Analogs: Alteration of the Zinc-Binding Domain and Macrocyclic Scaffold

  摘要：

  Fourteen analogs of the marine natural product largazole have been prepared and assayed against histone deacetylases (HDACs) 1, 2, 3, and 6. Olefin cross-metathesis was used to efficiently access six variants of the side-chain zinc-binding domain, while adaptation of our previously reported modular synthesis allowed probing of the macrocyclic cap group.

  DOI：

  10.1021/ol900078k