Hexanedioic acid mono-(8-iodo-octyl) ester | 141850-35-3

• 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: Hexanedioic acid mono-(8-iodo-octyl) ester
• 英文别名: 6-(8-iodooctoxy)-6-oxohexanoic acid
• CAS: 141850-35-3
• 化学式: C₁₄H₂₅IO₄
• 分子量: 384.255
• InChiKey: YWWVCYIFCWHHNU-UHFFFAOYSA-N

物化性质

• 沸点：
  448.6±25.0 °C(Predicted)
• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  19.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  Hexanedioic acid mono-(8-iodo-octyl) ester 在 silver tetrafluoroborate 、 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 84.0h， 生成 1,8-Dioxa-cyclohexadecane-2,7-dione
  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：

  6-己内酯 、 8-溴-1-辛醇 生成 Hexanedioic acid mono-(8-iodo-octyl) ester
  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