diethyl 3,4-(dimethylmethylenedioxy)cyclopentane-1,1-dicarboxylate | 1295632-93-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl 3,4-(dimethylmethylenedioxy)cyclopentane-1,1-dicarboxylate
• 英文别名: diethyl (3aS,6aR)-2,2-dimethyl-3a,4,6,6a-tetrahydrocyclopenta[d][1,3]dioxole-5,5-dicarboxylate
• CAS: 1295632-93-7
• 化学式: C₁₄H₂₂O₆
• 分子量: 286.325
• InChiKey: KEFXHHCXCQEWAH-AOOOYVTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 3,4-(dimethylmethylenedioxy)cyclopentane-1,1-dicarboxylate 在 lithium aluminium tetrahydride 、 lithium chloride 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 10.0h， 生成 ((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 、 2,2-二甲氧基丙烷 在 四氧化锇 、 N-甲基吗啉氧化物 、 sodium sulfite 、 对甲苯磺酸 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 7.0h， 以15.2 g的产率得到diethyl 3,4-(dimethylmethylenedioxy)cyclopentane-1,1-dicarboxylate
  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