ethyl 7-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)heptanoate | 929718-53-6

• 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 7-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)heptanoate
• CAS: 929718-53-6
• 化学式: C₁₅H₂₄O₅
• 分子量: 284.353
• InChiKey: ANQPTAJMCNWGSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  20.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 7-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)heptanoate 、 庚胺 以81%的产率得到ethyl 7-(2-heptylamino-4-oxo-4,5-dihydrofuran-3-yl)heptanoate
  参考文献：
  名称：

  Heterocyclic analogs of prostaglandins: III. Synthesis of 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids from 3-acyl-and 3-(3-arylprop-2-enoyl)furan-2,4-diones

  摘要：

  A number of new 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids belonging to the B series were synthesized on the basis of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H,5H)-diones. The scheme of synthesis includes selective hydrogenation of the exocyclic carbonyl group and reduction of the conjugated double bond in the acyl fragment of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H, 5H)-diones to obtain 3-alkyl- and 3-(3-arylpropyl)furan-2,4(3H,5H)-diones, transformation of the latter into the corresponding regioisomeric enol ethers via regioselective O-alkylation, and treatment of the enol ethers with primary aliphatic amines.

  DOI：

  10.1134/s1070428006040087
• 作为产物：
  描述：

  庚二酸氢乙酯 在 三乙基硅烷 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 三氟乙酸 为溶剂， 生成 ethyl 7-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)heptanoate
  参考文献：
  名称：

  Heterocyclic analogs of prostaglandins: III. Synthesis of 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids from 3-acyl-and 3-(3-arylprop-2-enoyl)furan-2,4-diones

  摘要：

  A number of new 10-oxa-13-aza, 11-oxa-13-aza, and 9-oxa-7-aza prostanoids belonging to the B series were synthesized on the basis of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H,5H)-diones. The scheme of synthesis includes selective hydrogenation of the exocyclic carbonyl group and reduction of the conjugated double bond in the acyl fragment of 3-acyl- and 3-(3-arylprop-2-enoyl)furan-2,4(3H, 5H)-diones to obtain 3-alkyl- and 3-(3-arylpropyl)furan-2,4(3H,5H)-diones, transformation of the latter into the corresponding regioisomeric enol ethers via regioselective O-alkylation, and treatment of the enol ethers with primary aliphatic amines.

  DOI：

  10.1134/s1070428006040087