Methyl 5-heptyl-2-hydroxy-3-oxooxolane-2-carboxylate | 1300038-21-4

• 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: Methyl 5-heptyl-2-hydroxy-3-oxooxolane-2-carboxylate
• 英文别名: methyl 5-heptyl-2-hydroxy-3-oxooxolane-2-carboxylate
• CAS: 1300038-21-4
• 化学式: C₁₃H₂₂O₅
• 分子量: 258.315
• InChiKey: KOYNKHSECZGKAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 Methyl 5-heptyl-2-hydroxy-3-oxooxolane-2-carboxylate 在 对甲苯磺酸 作用下， 反应 16.0h， 以90%的产率得到Methyl 5-heptyl-3-methoxyfuran-2-carboxylate
  参考文献：
  名称：

  An efficient methodology to substituted furans via oxidation of functionalized α-diazo-β-ketoacetates

  摘要：

  DMDO oxidation of functionalized alpha-diazo-beta-ketoacetates, formed by zinc triflate catalyzed Mukaiyama-aldol condensation of methyl diazoacetoacetate with aldehydes, occurred in quantitative yield to form dihydrofuranols that undergo acid catalyzed dehydration under mild conditions to generate 3-methoxy-furan-2-carboxylates in good yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.166

文献信息

• An efficient methodology to substituted furans via oxidation of functionalized α-diazo-β-ketoacetates
  作者：Phong Truong、Xinfang Xu、Michael P. Doyle

  DOI：10.1016/j.tetlet.2010.11.166

  日期：2011.4

  DMDO oxidation of functionalized alpha-diazo-beta-ketoacetates, formed by zinc triflate catalyzed Mukaiyama-aldol condensation of methyl diazoacetoacetate with aldehydes, occurred in quantitative yield to form dihydrofuranols that undergo acid catalyzed dehydration under mild conditions to generate 3-methoxy-furan-2-carboxylates in good yield. (C) 2011 Elsevier Ltd. All rights reserved.