Methyl 2-diazo-5-hydroxy-5-naphthalen-2-yl-3-oxopentanoate | 1300038-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Methyl 2-diazo-5-hydroxy-5-naphthalen-2-yl-3-oxopentanoate
• 英文别名: methyl 2-diazo-5-hydroxy-5-naphthalen-2-yl-3-oxopentanoate
• CAS: 1300038-20-3
• 化学式: C₁₆H₁₄N₂O₄
• 分子量: 298.298
• InChiKey: MSIAKTJVBVPTDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-diazo-5-hydroxy-5-naphthalen-2-yl-3-oxopentanoate 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 反应 16.0h， 生成 、
  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
• 作为产物：
  描述：

  2-Diazo-3-oxo-butyric acid methyl ester 在 2,6-二甲基吡啶 、 盐酸 、 水 、 zinc trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Methyl 2-diazo-5-hydroxy-5-naphthalen-2-yl-3-oxopentanoate
  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.