5-epidilatanolide B

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 5-epidilatanolide B
• 英文别名: (3aR,9S,9aR,9bS)-9,9a-Dimethyl-3-methylene-3,3a,4,5,7,8,9,9a-octahydronaphtho[1,2-b]furan-2(9bH)-one；(3aR,9S,9aR,9bS)-9,9a-dimethyl-3-methylidene-4,5,7,8,9,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: MCWIBQXSOJFMTL-BYDSVVRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-epidilatanolide B 在 sodium tetrahydroborate 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 (3S,3aR,9S,9aR,9bS)-3,9,9a-Trimethyl-3a,4,5,7,8,9,9a,9b-octahydro-3H-naphtho[1,2-b]furan-2-one
  参考文献：
  名称：

  Eremophilanolides and other constituents from the Argentine liverwort Frullania brasiliensis

  摘要：

  Two eremophilanolides, 5-epidilatanolides A and B, as well as a new natural bibenzyl were isolated from an Argentine collection of the liverwort Frullania brasiliensis, along with the known eudesmane-type sesquiterpene lactones nepalensolide A, nepalensolide B, (+)-frullanolide, and (+)-dihydrofrullanolide, the hopanoid zeorin, the four sterols stigmasta-4,22-dien-3,6-dione, stigmasta-4,22-dien-3-one, stigmasterol, and sitosterol, and a trace amount of atraric acid. The structure and stereochemistry of the eremophilanolides and the bibenzyl were established by a combination of extensive NMR spectroscopy experiments and X-ray crystallographic analysis. Absolute configurations of the new compounds were derived on the basis of CD spectra. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(01)00452-6