3-ethoxycarbonyl-2-propyl-2,5-dihydrofuran | 1186077-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3-ethoxycarbonyl-2-propyl-2,5-dihydrofuran
• 英文别名: Ethyl 2-propyl-2,5-dihydrofuran-3-carboxylate
• CAS: 1186077-91-7
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: MWDMHYSBNXIYHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-(1-hydroxybutyl)-2,3-butadienoate 在 copper dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以78%的产率得到3-ethoxycarbonyl-2-propyl-2,5-dihydrofuran
  参考文献：
  名称：

  Copper-Catalyzed Intramolecular Hydroalkoxylation of α-(1-Hydroxy-1-alkyl- and -aryl)methylallenoates by a 5-Endo Mode for Preparation of 2-Alkyl- and 2-Aryl-2,5-dihydrofurans

  摘要：

  Ethyl alpha-(1-hydroxy-1-alkyl)methylallenoates and alpha-(1-hydroxy-1-aryl)methylallenoates containing not only electron-donating groups but also an electron-withdrawing group on the aryl group at the alpha-position have been shown to undergo an efficient and selective copper-catalyzed intramolecular hydroalkoxylation to give functionalized 3-ethoxycarbony1-2-alkyl- and -aryl-2,5-dihydrofurans in good to excellent yields through a 5-endo mode.

  DOI：

  10.1021/jo2018125

文献信息

• Synthesis of 2-Alkyl- and Aryl-3-ethoxycarbonyl-2,5-dihydrofurans through Gold-Catalyzed Intramolecular Hydroalkoxylation
  作者：Dahan Eom、Dongjin Kang、Phil Ho Lee

  DOI：10.1021/jo101474s

  日期：2010.11.5

  Treatment of a wide range of functionalized hydroxyallenic esters with 5 mol % Ph3PAuCl and 5 mol % AgOTf in CH2Cl2 at 25 degrees C for l h produced selectively 2-alkyl- and aryl-3-ethoxycarbony1-2,5-dihydrofurans in good to excellent yield through intramolecular hydroalkoxylation by a 5-endo mode.
• Copper-Catalyzed Intramolecular Hydroalkoxylation of α-(1-Hydroxy-1-alkyl- and -aryl)methylallenoates by a 5-<i>Endo</i> Mode for Preparation of 2-Alkyl- and 2-Aryl-2,5-dihydrofurans
  作者：Sanghyuck Kim、Phil Ho Lee

  DOI：10.1021/jo2018125

  日期：2012.1.6

  Ethyl alpha-(1-hydroxy-1-alkyl)methylallenoates and alpha-(1-hydroxy-1-aryl)methylallenoates containing not only electron-donating groups but also an electron-withdrawing group on the aryl group at the alpha-position have been shown to undergo an efficient and selective copper-catalyzed intramolecular hydroalkoxylation to give functionalized 3-ethoxycarbony1-2-alkyl- and -aryl-2,5-dihydrofurans in good to excellent yields through a 5-endo mode.