2-ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylate | 1134970-83-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylate
• 英文别名: 2-Ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantri-carboxylate；triethyl 3-bromo-2H-furan-3,4,5-tricarboxylate
• CAS: 1134970-83-4
• 化学式: C₁₃H₁₇BrO₇
• 分子量: 365.178
• InChiKey: QNDXCNQFUVBISQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylate 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以78%的产率得到2,3,4-呋喃三羧酸三乙酯
  参考文献：
  名称：

  Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones

  摘要：

  The reaction of dialkyl acetylenedicarboxylates or diaroylacetylenes with ethyl bromopyruvate in the presence of enaminones led to 2-ethyl 3,4-dialkyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylates or ethyl 3,4-diaroyl-4-bromo-4,5-dihydro-2-furancarboxylate in excellent yields. These compounds are quantitatively converted to the corresponding 2,3,4-trisubstituted furans by 4-dimethylaminopyridine.

  DOI：

  10.1007/s00706-008-0858-8
• 作为产物：
  描述：

  3-溴丙酮酸乙酯 、 丁炔二酸二乙酯 在 2-morpholino-2-penten-4-one 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以75%的产率得到2-ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylate
  参考文献：
  名称：

  Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones

  摘要：

  The reaction of dialkyl acetylenedicarboxylates or diaroylacetylenes with ethyl bromopyruvate in the presence of enaminones led to 2-ethyl 3,4-dialkyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylates or ethyl 3,4-diaroyl-4-bromo-4,5-dihydro-2-furancarboxylate in excellent yields. These compounds are quantitatively converted to the corresponding 2,3,4-trisubstituted furans by 4-dimethylaminopyridine.

  DOI：

  10.1007/s00706-008-0858-8

文献信息

• Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones
  作者：Issa Yavari、Zinatossadat Hossaini、Maryam Sabbaghan

  DOI：10.1007/s00706-008-0858-8

  日期：2008.8

  The reaction of dialkyl acetylenedicarboxylates or diaroylacetylenes with ethyl bromopyruvate in the presence of enaminones led to 2-ethyl 3,4-dialkyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylates or ethyl 3,4-diaroyl-4-bromo-4,5-dihydro-2-furancarboxylate in excellent yields. These compounds are quantitatively converted to the corresponding 2,3,4-trisubstituted furans by 4-dimethylaminopyridine.