ethyl 5,5-dimethyl-2-oxo-3-(2-oxopropyl)tetrahydrofuran-3-carboxylate | 1174396-61-2

• 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 5,5-dimethyl-2-oxo-3-(2-oxopropyl)tetrahydrofuran-3-carboxylate
• 英文别名: 2-Ethoxycarbonyl-2-oxopropyl-4,4-dimethylbutanolide；ethyl 5,5-dimethyl-2-oxo-3-(2-oxopropyl)oxolane-3-carboxylate
• CAS: 1174396-61-2
• 化学式: C₁₂H₁₈O₅
• 分子量: 242.272
• InChiKey: BMHHMZPBQRVOCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5,5-dimethyl-2-oxo-3-(2-oxopropyl)tetrahydrofuran-3-carboxylate 、 氨基硫脲 在 硫酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以91%的产率得到ethyl 5,5-dimethyl-2-oxo-3-(2-thiosemicarbazonopropyl)tetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  Synthesis of 5-substituted 3-(2-oxopropyl)tetrahydrofuran-2-ones and heterocyclic compounds on their base

  摘要：

  Alkylation of ethyl 2-oxotetrahydrofuran-3-carboxylates with 2,3-dichloroprop-1-ene and 3-bromoprop-1-yne gave new 3,5,5-tri- and 3,3,5,5-tetrasubstituted tetrahydrofuran-2-ones which were converted into the corresponding 3-(2-oxopropyl)tetrahydrofuran-2-ones. Reactions of the latter with semicarabazide, thiosemicarbazide, and phenylhydrazine were studied with a view to obtain new heterocyclic lactones.

  DOI：

  10.1134/s1070428008120130
• 作为产物：
  描述：

  ethyl 3-(2-chloroprop-2-en-1-yl)-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate 在 硫酸 作用下， 以62%的产率得到ethyl 5,5-dimethyl-2-oxo-3-(2-oxopropyl)tetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  Synthesis of 5-substituted 3-(2-oxopropyl)tetrahydrofuran-2-ones and heterocyclic compounds on their base

  摘要：

  Alkylation of ethyl 2-oxotetrahydrofuran-3-carboxylates with 2,3-dichloroprop-1-ene and 3-bromoprop-1-yne gave new 3,5,5-tri- and 3,3,5,5-tetrasubstituted tetrahydrofuran-2-ones which were converted into the corresponding 3-(2-oxopropyl)tetrahydrofuran-2-ones. Reactions of the latter with semicarabazide, thiosemicarbazide, and phenylhydrazine were studied with a view to obtain new heterocyclic lactones.

  DOI：

  10.1134/s1070428008120130