Diethyl 2-(cyanomethyl)cyclopentane-1,1-dicarboxylate | 1169871-16-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Diethyl 2-(cyanomethyl)cyclopentane-1,1-dicarboxylate
• 英文别名: diethyl 2-(cyanomethyl)cyclopentane-1,1-dicarboxylate
• CAS: 1169871-16-2
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: NWTPNMTYJIGLDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-羟基环戊烷-1,1-二羧酸二乙酯 、 (三苯基膦)乙腈 在 7-甲基-1,5,7-三氮杂二环[4.4.0]癸-5-烯 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以81%的产率得到Diethyl 2-(cyanomethyl)cyclopentane-1,1-dicarboxylate
  参考文献：
  名称：

  Tandem retro-aldol/Wittig/Michael and related cascade processes

  摘要：

  A number of novel tandem sequences initiated by a retro-aldol process are described along with preliminary scope and limitation studies. These include (i) retro-aldol/Wittig trapping/intramolecular Michael addition, (ii) retro-aldol/aza-Wittig/intramolecular imine addition, (iii) retro-aldol/Henry/intramolecular Michael addition and (iv) retro-aldol/Knoevenagel/intramolecular Michael addition sequences. A range of novel functionalised cyclopentanes, and related systems, are described which should prove to be useful synthetic building blocks. (C) 2009 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.115

文献信息

• Tandem retro-aldol/Wittig/Michael and related cascade processes
  作者：Sandra Beltrán-Rodil、James R. Donald、Michael G. Edwards、Steven A. Raw、Richard J.K. Taylor

  DOI：10.1016/j.tetlet.2009.02.115

  日期：2009.7

  A number of novel tandem sequences initiated by a retro-aldol process are described along with preliminary scope and limitation studies. These include (i) retro-aldol/Wittig trapping/intramolecular Michael addition, (ii) retro-aldol/aza-Wittig/intramolecular imine addition, (iii) retro-aldol/Henry/intramolecular Michael addition and (iv) retro-aldol/Knoevenagel/intramolecular Michael addition sequences. A range of novel functionalised cyclopentanes, and related systems, are described which should prove to be useful synthetic building blocks. (C) 2009 Elsevier Ltd. All Fights reserved.