4-(3-tert-Butoxybut-1-yn-1-yl)furan-2(5H)-one | 920531-30-2

• 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: 4-(3-tert-Butoxybut-1-yn-1-yl)furan-2(5H)-one
• 英文别名: 3-[3-[(2-methylpropan-2-yl)oxy]but-1-ynyl]-2H-furan-5-one
• CAS: 920531-30-2
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: SOTIAHMDSABJAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  4-溴-2(5h)-呋喃酮 、 叔-丁基-1-甲基-2-炔丙基醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.5h， 以86%的产率得到4-(3-tert-Butoxybut-1-yn-1-yl)furan-2(5H)-one
  参考文献：
  名称：

  Facile access to 4-(1-alkynyl)-2(5H)-furanones by Sonogashira coupling of terminal acetylenes with β-tetronic acid bromide: efficient synthesis of cleviolide

  摘要：

  A mild and convenient synthesis of 4-(1-alkynyl)-2(5H)-furanones has been achieved by Sonogashira or Heck-type alkynylation of beta-tetronic acid bromide. As an illustration of this methodology, the natural product cleviolide was prepared in two steps and 78% overall yield. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.156

文献信息

• Facile access to 4-(1-alkynyl)-2(5H)-furanones by Sonogashira coupling of terminal acetylenes with β-tetronic acid bromide: efficient synthesis of cleviolide
  作者：John Boukouvalas、Sébastien Côté、Bruno Ndzi

  DOI：10.1016/j.tetlet.2006.10.156

  日期：2007.1

  A mild and convenient synthesis of 4-(1-alkynyl)-2(5H)-furanones has been achieved by Sonogashira or Heck-type alkynylation of beta-tetronic acid bromide. As an illustration of this methodology, the natural product cleviolide was prepared in two steps and 78% overall yield. (c) 2006 Elsevier Ltd. All rights reserved.