(3R,3aR,7S,8aR)-3,7-dimethyl-6-(oxiran-2-yl)-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one | 1042986-81-1

• 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: (3R,3aR,7S,8aR)-3,7-dimethyl-6-(oxiran-2-yl)-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one
• CAS: 1042986-81-1
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: DISAIRNODCQHGY-STNQJXMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,3aR,7S,8aR)-3,7-dimethyl-6-(oxiran-2-yl)-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one 在 sodium cyanoborohydride 、 zinc(II) iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以76%的产率得到(3R,3aR,7S,8aR,Z)-6-(2-hydroxyethyl)-3,7-dimethyl-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one
  参考文献：
  名称：

  Synthesis of diversifolide and structure revision

  摘要：

  The synthesis of diversifolide and its structural revision are reported. We synthesized the assigned structure of diversifolide via two methods, but the NMR spectra of the synthetic material did not match those of the natural material. Through careful investigation, we found that the spectra were identical with those of 11-epi-sundiversifolide. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.141
• 作为产物：
  描述：

  octahydro-6-hydroxy-3,7-dimethyl-6-(oxiran-2-yl)cyclohepta[b]furan-2-one 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到(3R,3aR,7S,8aR)-3,7-dimethyl-6-(oxiran-2-yl)-3,3a,4,7,8,8a-hexahydrocyclohepta[b]furan-2-one
  参考文献：
  名称：

  Synthesis of diversifolide and structure revision

  摘要：

  The synthesis of diversifolide and its structural revision are reported. We synthesized the assigned structure of diversifolide via two methods, but the NMR spectra of the synthetic material did not match those of the natural material. Through careful investigation, we found that the spectra were identical with those of 11-epi-sundiversifolide. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.141

文献信息

• Synthesis of diversifolide and structure revision
  作者：Kazumasa Matsuo、Hiromasa Yokoe、Kozo Shishido、Mitsuru Shindo

  DOI：10.1016/j.tetlet.2008.04.141

  日期：2008.6

  The synthesis of diversifolide and its structural revision are reported. We synthesized the assigned structure of diversifolide via two methods, but the NMR spectra of the synthetic material did not match those of the natural material. Through careful investigation, we found that the spectra were identical with those of 11-epi-sundiversifolide. (C) 2008 Elsevier Ltd. All rights reserved.