ethyl 5-methyl-2-oxo-3-propyltetrahydrofuran-3-carboxylate | 200126-81-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 5-methyl-2-oxo-3-propyltetrahydrofuran-3-carboxylate
• 英文别名: ethyl 5-methyl-2-oxo-3-propyloxolane-3-carboxylate
• CAS: 200126-81-4
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: GNKFJQAUACHKSY-UHFFFAOYSA-N

物化性质

• 沸点：
  89-91 °C(Press: 2 Torr)
• 密度：
  1.0547 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 5-methyl-2-oxo-3-propyltetrahydrofuran-3-carboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.5h， 以75%的产率得到4-羟基-2-丙基戊酸内酯
  参考文献：
  名称：

  New syntheses on the basis of ethyl 2-oxotetrahydrofuran-3-carboxylates

  摘要：

  Alkylation of 5-substituted ethyl 5-methyl-2-oxotetrahydrofuran-3-carboxylates with alkyl halides in the presence of sodium ethoxide gave the corresponding 3-alkyl derivatives which were converted into 3,5-substituted 5-methyl-N-(4-nitrophenyl)-2-oxotetrahydrofuran-3-carboxamides and 5-methyltetrahydrofuran-2-ones. Reactions of the latter with hydrazine hydrate led to the formation of 4-hydroxypentanoic acid hydrazides which were treated with isothiocyanates to obtain the corresponding thiosemicarbazides whose intramolecular cyclization in the presence of aqueous alkali gave previously unknown 1,2,4-triazole-3-thiol derivatives.

  DOI：

  10.1134/s1070428008060122
• 作为产物：
  描述：

  ethyl 5-methyl-2-oxotetrahydrofuran-3-carboxylate 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以80%的产率得到ethyl 5-methyl-2-oxo-3-propyltetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  New syntheses on the basis of ethyl 2-oxotetrahydrofuran-3-carboxylates

  摘要：

  Alkylation of 5-substituted ethyl 5-methyl-2-oxotetrahydrofuran-3-carboxylates with alkyl halides in the presence of sodium ethoxide gave the corresponding 3-alkyl derivatives which were converted into 3,5-substituted 5-methyl-N-(4-nitrophenyl)-2-oxotetrahydrofuran-3-carboxamides and 5-methyltetrahydrofuran-2-ones. Reactions of the latter with hydrazine hydrate led to the formation of 4-hydroxypentanoic acid hydrazides which were treated with isothiocyanates to obtain the corresponding thiosemicarbazides whose intramolecular cyclization in the presence of aqueous alkali gave previously unknown 1,2,4-triazole-3-thiol derivatives.

  DOI：

  10.1134/s1070428008060122

文献信息

• New syntheses on the basis of ethyl 2-oxotetrahydrofuran-3-carboxylates
  作者：T. V. Kochikyan、E. V. Arutyunyan、V. S. Arutyunyan、A. A. Avetisyan

  DOI：10.1134/s1070428008060122

  日期：2008.6

  Alkylation of 5-substituted ethyl 5-methyl-2-oxotetrahydrofuran-3-carboxylates with alkyl halides in the presence of sodium ethoxide gave the corresponding 3-alkyl derivatives which were converted into 3,5-substituted 5-methyl-N-(4-nitrophenyl)-2-oxotetrahydrofuran-3-carboxamides and 5-methyltetrahydrofuran-2-ones. Reactions of the latter with hydrazine hydrate led to the formation of 4-hydroxypentanoic acid hydrazides which were treated with isothiocyanates to obtain the corresponding thiosemicarbazides whose intramolecular cyclization in the presence of aqueous alkali gave previously unknown 1,2,4-triazole-3-thiol derivatives.