gymnothelignan H | 1401068-85-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: gymnothelignan H
• 英文别名: 2,6-dimethoxy-4-[4-methoxy-6-[(2R,3S,4S,5R)-5-methoxy-3,4-dimethyloxolan-2-yl]-1,3-benzodioxol-5-yl]phenol
• CAS: 1401068-85-6
• 化学式: C₂₃H₂₈O₈
• 分子量: 432.471
• InChiKey: UIFKQBMCFNBHAW-ZDFYFGESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲醇 、 gymnothelignan N 在 硫酸 作用下， 反应 1.0h， 以95%的产率得到gymnothelignan H
  参考文献：
  名称：

  Gymnothelignans A–O: Conformation and Absolute Configuration Analyses of Lignans Bearing Tetrahydrofuran from Gymnotheca chinensis

  摘要：

  Fifteen new lignans, gymnothelignans A-O (1-15), bearing tetrahydrofuran with variable conformations belonging to three potentially related skeletons were isolated from Gymnotheca chinensis Decne. The structures were elucidated by means of detailed spectroscopic analysis. Absolute configurations were assigned using X-ray single-crystal diffraction and chemical transformations. Moreover, by the homology, compounds 1-11 and eupomatilones were confirmed to have uniform R-configuration at C-5. However, a synthesized congener has long been mistaken as 5-epimer of eupomatilone-6. This work provides guidance for the absolute configuration establishment of the subeupomatilone family with trans-H-4 H-5 configuration.

  DOI：

  10.1021/jo301225v