| 1421328-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1421328-96-2
• 化学式: C₃₁H₃₆N₄O₅S
• 分子量: 576.717
• InChiKey: XDHCZLZQTHQNBX-UHFFFAOYSA-N

物化性质

• 密度：
  1.22±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  104.57
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到methyl 3-(1-(3-(3-aminopropoxy)-4-(4-m-tolylthiazol-2-yl)phenyl)-1H-imidazol-2-yl)propanoate
  参考文献：
  名称：

  Expedient route to functionalized and water soluble 5-6-5 imidazole-phenyl-thiazole based α-helix mimetics

  摘要：

  A range of small molecule scaffolds have been shown to act as structural and functional mimics of alpha-helices by mimicking the i, i+4, and i+7 positions, often found at the interface of PPIs. These molecules, though potent, possess complicating features-either low water solubility, or maintenance of conformation by hydrogen-bonding networks. We have addressed these limitations by developing a scaffold with increased water solubility. Herein we present a rapid synthetic pathway to a library of 56 compounds based on a 5-6-5 scaffold, containing an imidazole-phenyl-thiazole core; the route is flexible and allows rapid installation of different substituents via high-yielding Ullman and Suzuki couplings and Hantsch thiazole syntheses. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.11.070
• 作为产物：
  描述：

  2-氟-4-溴苯腈 在 copper(l) iodide 、 ammonium sulfide 、 双(三甲基硅烷基)氨基钾 、 potassium carbonate 、 L-脯氨酸 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 为溶剂， 反应 58.0h， 生成
  参考文献：
  名称：

  Expedient route to functionalized and water soluble 5-6-5 imidazole-phenyl-thiazole based α-helix mimetics

  摘要：

  A range of small molecule scaffolds have been shown to act as structural and functional mimics of alpha-helices by mimicking the i, i+4, and i+7 positions, often found at the interface of PPIs. These molecules, though potent, possess complicating features-either low water solubility, or maintenance of conformation by hydrogen-bonding networks. We have addressed these limitations by developing a scaffold with increased water solubility. Herein we present a rapid synthetic pathway to a library of 56 compounds based on a 5-6-5 scaffold, containing an imidazole-phenyl-thiazole core; the route is flexible and allows rapid installation of different substituents via high-yielding Ullman and Suzuki couplings and Hantsch thiazole syntheses. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.11.070