3-Diethoxymethyl-4-ethoxycarbonyl-5-methylisoxazole | 180295-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-Diethoxymethyl-4-ethoxycarbonyl-5-methylisoxazole
• 英文别名: Ethyl 3-(diethoxymethyl)-5-methyl-1,2-oxazole-4-carboxylate
• CAS: 180295-73-2
• 化学式: C₁₂H₁₉NO₅
• 分子量: 257.287
• InChiKey: SJBJBKTYPXRPAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-Diethoxymethyl-4-ethoxycarbonyl-5-methylisoxazole 在 正丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 (E)-4-Ethoxycarbonyl-5-methyl-3-(2-phenylethen-1-yl)isoxazole
  参考文献：
  名称：

  An alternative isoxazole route to α-alkoxycarbonyl-β-diketones

  摘要：

  Cycloaddition of oxygen-functionalized nitrile oxides to the enamine from ethyl acetoacetate produces 4-ethoxycarbonyl-5-methylisoxazoles carrying a 3-tetrahydropyranyloxymethyl, 3-diethoxymethyl or 3-ethoxycarbonyl substituent; the 3-formylisoxazole is prepared from the former two and condensed in situ with phosphoranes to give 3-alkenylisoxazoles that are cleaved by hexacarbonylmolybdenum or hydrogenolysis to afford alpha-alkoxycarbonyl-beta-diketones.

  DOI：

  10.1039/p19960001319
• 作为产物：
  描述：

  (E)-3-(1-吡咯烷酮)巴豆酸乙酯 、 硝基乙醛缩二乙醇 在 三乙胺 、 三氯氧磷 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以31%的产率得到3-Diethoxymethyl-4-ethoxycarbonyl-5-methylisoxazole
  参考文献：
  名称：

  An alternative isoxazole route to α-alkoxycarbonyl-β-diketones

  摘要：

  Cycloaddition of oxygen-functionalized nitrile oxides to the enamine from ethyl acetoacetate produces 4-ethoxycarbonyl-5-methylisoxazoles carrying a 3-tetrahydropyranyloxymethyl, 3-diethoxymethyl or 3-ethoxycarbonyl substituent; the 3-formylisoxazole is prepared from the former two and condensed in situ with phosphoranes to give 3-alkenylisoxazoles that are cleaved by hexacarbonylmolybdenum or hydrogenolysis to afford alpha-alkoxycarbonyl-beta-diketones.

  DOI：

  10.1039/p19960001319

文献信息

• An alternative isoxazole route to α-alkoxycarbonyl-β-diketones
  作者：Raymond C. F. Jones、Stephen H. Dunn、Kathryn A. M. Duller

  DOI：10.1039/p19960001319

  日期：——

  Cycloaddition of oxygen-functionalized nitrile oxides to the enamine from ethyl acetoacetate produces 4-ethoxycarbonyl-5-methylisoxazoles carrying a 3-tetrahydropyranyloxymethyl, 3-diethoxymethyl or 3-ethoxycarbonyl substituent; the 3-formylisoxazole is prepared from the former two and condensed in situ with phosphoranes to give 3-alkenylisoxazoles that are cleaved by hexacarbonylmolybdenum or hydrogenolysis to afford alpha-alkoxycarbonyl-beta-diketones.