Methyl 3-methoxy-5-naphthalen-2-ylfuran-2-carboxylate | 1300038-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Methyl 3-methoxy-5-naphthalen-2-ylfuran-2-carboxylate
• 英文别名: methyl 3-methoxy-5-naphthalen-2-ylfuran-2-carboxylate
• CAS: 1300038-37-2
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: MBCSXBOWHQFDQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲醇 、 Methyl 2-hydroxy-5-naphthalen-2-yl-3-oxooxolane-2-carboxylate 在 对甲苯磺酸 作用下， 反应 16.0h， 以85%的产率得到Methyl 3-methoxy-5-naphthalen-2-ylfuran-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.