(E)-2-Trimethylsilanylmethyl-but-2-enoic acid | 888020-73-3

• 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: (E)-2-Trimethylsilanylmethyl-but-2-enoic acid
• 英文别名: 2-(Trimethylsilylmethyl)but-2-enoic acid
• CAS: 888020-73-3
• 化学式: C₈H₁₆O₂Si
• 分子量: 172.299
• InChiKey: JYWPZTATFHXJJM-UHFFFAOYSA-N

物化性质

• 沸点：
  244.7±23.0 °C(predicted)
• 密度：
  0.934±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-Trimethylsilanylmethyl-but-2-enoic acid 在 氯化亚砜 作用下， 生成 (E)-2-Trimethylsilanylmethyl-but-2-enoyl chloride
  参考文献：
  名称：

  Design, synthesis, and biological activities of madindoline analogues

  摘要：

  A research program is under way to develop a series of madindoline-based inhibitors targeting interleukin 6. Such inhibitors will have potential use in fighting a variety of diseases for which no effective therapeutic drugs currently exist. Madindoline is no longer available from natural Sources. Consequently, we have developed a purely synthetic route to ensure a supply of the compound. The synthesis of a range of analogues is described, all of which were evaluated for their inhibitory activity against the growth of IL-6-dependent 7TDI cells. From these assays, several synthetic madindoline analogues were identified as highly promising candidates for further development. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.01.107
• 作为产物：
  描述：

  3-trimethylsilyl-2-diethylphosphonopropionic acid ethyl ester 在 氢氧化钾 、 sodium hydride 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 生成 (E)-2-Trimethylsilanylmethyl-but-2-enoic acid
  参考文献：
  名称：

  Design, synthesis, and biological activities of madindoline analogues

  摘要：

  A research program is under way to develop a series of madindoline-based inhibitors targeting interleukin 6. Such inhibitors will have potential use in fighting a variety of diseases for which no effective therapeutic drugs currently exist. Madindoline is no longer available from natural Sources. Consequently, we have developed a purely synthetic route to ensure a supply of the compound. The synthesis of a range of analogues is described, all of which were evaluated for their inhibitory activity against the growth of IL-6-dependent 7TDI cells. From these assays, several synthetic madindoline analogues were identified as highly promising candidates for further development. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.01.107

文献信息

• Design, synthesis, and biological activities of madindoline analogues
  作者：Daisuke Yamamoto、Toshiaki Sunazuka、Tomoyasu Hirose、Naoto Kojima、Eisuke Kaji、Satoshi Omura

  DOI：10.1016/j.bmcl.2006.01.107

  日期：2006.5

  A research program is under way to develop a series of madindoline-based inhibitors targeting interleukin 6. Such inhibitors will have potential use in fighting a variety of diseases for which no effective therapeutic drugs currently exist. Madindoline is no longer available from natural Sources. Consequently, we have developed a purely synthetic route to ensure a supply of the compound. The synthesis of a range of analogues is described, all of which were evaluated for their inhibitory activity against the growth of IL-6-dependent 7TDI cells. From these assays, several synthetic madindoline analogues were identified as highly promising candidates for further development. (C) 2006 Published by Elsevier Ltd.