4-((6-碘己基)氧基)-4-氧代丁酸 | 141850-31-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-((6-碘己基)氧基)-4-氧代丁酸
• 英文名称: Succinic acid mono-(6-iodo-hexyl) ester
• 英文别名: 4-(6-iodohexoxy)-4-oxobutanoic acid
• CAS: 141850-31-9
• 化学式: C₁₀H₁₇IO₄
• 分子量: 328.147
• InChiKey: RSUXAHHDCDJLLS-UHFFFAOYSA-N

物化性质

• 沸点：
  402.0±30.0 °C(Predicted)
• 密度：
  1.558±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  15.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-((6-碘己基)氧基)-4-氧代丁酸 在 silver tetrafluoroborate 、 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 84.0h， 生成 1,6,13,18-tetraoxa-cyclotetracosane-2,5,14,17-tetraone
  参考文献：
  名称：

  Synthesis of macrocyclic dilactones by cyclization of sulfonium salts

  摘要：

  An efficient method for the formation of macrocyclic dilactones via cyclization of (omega-carboxyalkyl)diphenylsulfonium salts 3 containing an ester linkage under mild conditions is described. These sulfonium salts 3 were cyclized in the presence of cesium carbonate under high-dilution conditions to give 11- to 16-membered dilactones 4 in good yields. The cyclization of sulfonium salt 22 was successfully carried out for the synthesis of 11-membered dilactonic pyrrolizidine alkaloid, 13,13-dimethyl-1,2-didehydrocrotalanine 23.

  DOI：

  10.1021/jo00040a013
• 作为产物：
  描述：

  丁二酸酐 、 6-溴正己醇 在 对甲苯磺酸 、 potassium iodide 作用下， 生成 4-((6-碘己基)氧基)-4-氧代丁酸
  参考文献：
  名称：

  Synthesis of macrocyclic dilactones by cyclization of sulfonium salts

  摘要：

  An efficient method for the formation of macrocyclic dilactones via cyclization of (omega-carboxyalkyl)diphenylsulfonium salts 3 containing an ester linkage under mild conditions is described. These sulfonium salts 3 were cyclized in the presence of cesium carbonate under high-dilution conditions to give 11- to 16-membered dilactones 4 in good yields. The cyclization of sulfonium salt 22 was successfully carried out for the synthesis of 11-membered dilactonic pyrrolizidine alkaloid, 13,13-dimethyl-1,2-didehydrocrotalanine 23.

  DOI：

  10.1021/jo00040a013