(5-butyl-3-oxo-2,3-dihydrofuran-2-yl)-acetic acid

• 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: (5-butyl-3-oxo-2,3-dihydrofuran-2-yl)-acetic acid
• 英文别名: 2-(5-butyl-3-oxofuran-2-yl)acetic acid
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: SVNKCHWDJBIZMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-butyl-3-oxo-2,3-dihydrofuran-2-yl-acetic acid 生成 (5-butyl-3-oxo-2,3-dihydrofuran-2-yl)-acetic acid
  参考文献：
  名称：

  A facile two-step chemoenzymatic access to natural germination inhibitor (+)-erigeronic acid A

  摘要：

  A facile two-step synthesis of natural germination inhibitor 5-butyl-3-oxo-2,3-dihydrofuran-2-yl-acetic acid [(+)-erigeronic acid A, 1] has been described via highly regioselective ring opening of (R)-acetoxysuccinic anhydride with the primary enolate of butyl methyl ketone, followed by an enzymatic hydrolysis and ail in situ dehydrative cyclization pathway with 77% overall yield. Oil the basis of the present chemoenzymatic approach, (R)-configuration has been assigned to the C-2 chiral centre of the natural erigeronic acid. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.01.044

表征谱图