cis,cis-Cyclododecane-1,5,9-triol trimesylate | 56475-26-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: cis,cis-Cyclododecane-1,5,9-triol trimesylate
• CAS: 56475-26-4
• 化学式: C₁₅H₃₀O₉S₃
• 分子量: 450.596
• InChiKey: FAZHLUFYRPVJSG-QDMKHBRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  130.11
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  cis,cis-Cyclododecane-1,5,9-triol trimesylate 在 palladium dihydroxide sodium azide 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 25.0~80.0 ℃ 、101.33 kPa 条件下， 反应 28.0h， 生成 N,N',N''-((1s,5s,9s)-cyclododecane-1,5,9-triyl)tris(2,3-dihydroxybenzamide)
  参考文献：
  名称：

  Conformationally Rigid Tricyclic Tripods: Synthesis and Application to Preparation of Enterobactin Analogs

  摘要：

  The syntheses of the conformationally rigid triol 2 and triamine 3 are described. One of the key features of these syntheses was that each of the intermediates involved contained a symmetry element, which made their structure elucidation facile and conclusive. The structural similarity between the platform of enterobactin in its metal binding state and triamine 3 was recognized, and the enterobactin analog 14 was synthesized. The K-f value observed for 14 was as high as the K-f value for enterobactin itself, and higher than the K-f value for any enterobactin analog ever reported. In comparison with a number of synthetic enterobactin analogs, it became evident that the conformational rigidity of the enterobactin platform, resulting in good preorganization of the three catechol moieties toward Fe(III)-chelation, was an important factor contributing to its extraordinarily high K-f.

  DOI：

  10.1021/jo00104a043
• 作为产物：
  描述：

  cis,cis-Cyclododecane-1,5,9-triol 、 甲基磺酰氯 在 吡啶 作用下， 生成 cis,cis-Cyclododecane-1,5,9-triol trimesylate
  参考文献：
  名称：

  Collins,D.J. et al., Australian Journal of Chemistry, 1975, vol. 28, p. 673 - 679

  摘要：

  DOI：