cephalosporolide C diacetate | 1542162-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: cephalosporolide C diacetate
• CAS: 1542162-64-0
• 化学式: C₁₄H₂₀O₇
• 分子量: 300.309
• InChiKey: KTDHEHPOVRSDIN-JCOFBHIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  95.97
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  乙酸酐 、 (+)-头孢菌素C 在 吡啶 作用下， 以99%的产率得到cephalosporolide C diacetate
  参考文献：
  名称：

  Structural Revision of Cephalosporolide J and Bassianolone

  摘要：

  The NMR spectra for three "natural" products: cephalosporolide C (Ces-C), cephalosporolide J (Ces-J), and bassianolone were found to be identical, and we proposed that Ces-C was the correct structure for the reported spectra. The first total synthesis of the proposed structure for Ces-J was achieved to support our structural revision for Ces-J. Chemical transformations of bassianolone and computational prediction of C-13 NMR spectra allowed us to conclude that Ces-C was the correct structure for bassianolone. Our synthetic and computational studies suggested that these "different" natural products Ces-C, Ces-J, and bassianolone have the same structure: Ces-C.

  DOI：

  10.1021/jo402602h