ethyl (3aR,5s,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxole-5-carboxylate | 1295632-94-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (3aR,5s,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxole-5-carboxylate
• CAS: 1295632-94-8
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: PMZMWENQFWHBDS-PSVAKVPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl (3aR,5s,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxole-5-carboxylate 在 lithium aluminium tetrahydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 以89%的产率得到((3aR,5S,6aS)-2,2-Dimethyl-tetrahydro-cyclopenta[1,3]dioxol-5-yl)-methanol
  参考文献：
  名称：

  Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives

  摘要：

  Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.049
• 作为产物：
  描述：

  3-环戊烯-1,1-二甲酸二乙酯 在 四氧化锇 、 N-甲基吗啉氧化物 、 lithium chloride 作用下， 以 水 、 二甲基亚砜 、 丙酮 、 乙腈 为溶剂， 反应 17.0h， 生成 ethyl (3aR,5s,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxole-5-carboxylate
  参考文献：
  名称：

  Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives

  摘要：

  Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.049