1,8,17,24-Tetraoxa-cyclodotriacontane-2,7,18,23-tetraone | 141850-53-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 1,8,17,24-Tetraoxa-cyclodotriacontane-2,7,18,23-tetraone
• 英文别名: 1,8,17,24-Tetraoxacyclodotriacontane-2,7,18,23-tetrone；1,8,17,24-tetraoxacyclodotriacontane-2,7,18,23-tetrone
• CAS: 141850-53-5
• 化学式: C₂₈H₄₈O₈
• 分子量: 512.684
• InChiKey: WELXSNGFGMJICT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  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 1,8,17,24-Tetraoxa-cyclodotriacontane-2,7,18,23-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

文献信息

• Synthesis of macrocyclic dilactones by cyclization of sulfonium salts
  作者：Takako Nakamura、Haruo Matsuyama、Nobumasa Kamigata、Masahiko Iyoda

  DOI：10.1021/jo00040a013

  日期：1992.7

  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.