9-epi-dictyol B | 132616-79-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 9-epi-dictyol B
• 英文别名: (3aS,4R,5S,7R,8aR)-3-methyl-5-[(2R)-6-methylhept-5-en-2-yl]-8-methylidene-3a,4,5,6,7,8a-hexahydro-1H-azulene-4,7-diol
• CAS: 132616-79-6
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: HOKUKDGUBQCUIW-KMHZDYFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-epi-dictyol B 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 49.0h， 生成 dictyol B
  参考文献：
  名称：

  Absolute configuration of hydroazulenoid diterpenes based on circular dichroism

  摘要：

  The structure of a new hydroazulenoid diterpene, 9-epi-dictyol B(1), isolated from the brown alga Glossophora kuntii, was proposed on the basis of its spectral data and confirmed by chemical transformations. Absolute stereochemistry studies, based on the CD exciton chirality method, of the new diterpenoid 9-epi-dictyol B (1) as well as those of the previously reported dictyotadiol (6) led to the determination of the absolute configuration of the new compound 9-epi-dictyol B(1) and revisions of absolute configurations of previously reported diterpenoids dictyotriols C (2), D (3), and E (4), dictyol B (5), and dictyotadiol (6). The cause of previous erroneous results is discussed and indeed points to the extreme care which must be exercised by anyone using this method.

  DOI：

  10.1021/jo00008a018
• 作为产物：
  描述：

  (3aS)-3-甲基-5alpha-[(R)-1,5-二甲基-4-己烯基]-8-亚甲基-1,3aalpha,4,5,6,7,8,8abeta-八氢薁-4alpha-醇 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以18.5 mg的产率得到9-epi-dictyol B
  参考文献：
  名称：

  Absolute configuration of hydroazulenoid diterpenes based on circular dichroism

  摘要：

  The structure of a new hydroazulenoid diterpene, 9-epi-dictyol B(1), isolated from the brown alga Glossophora kuntii, was proposed on the basis of its spectral data and confirmed by chemical transformations. Absolute stereochemistry studies, based on the CD exciton chirality method, of the new diterpenoid 9-epi-dictyol B (1) as well as those of the previously reported dictyotadiol (6) led to the determination of the absolute configuration of the new compound 9-epi-dictyol B(1) and revisions of absolute configurations of previously reported diterpenoids dictyotriols C (2), D (3), and E (4), dictyol B (5), and dictyotadiol (6). The cause of previous erroneous results is discussed and indeed points to the extreme care which must be exercised by anyone using this method.

  DOI：

  10.1021/jo00008a018

文献信息

• ARROYO, PATRICIA;NORTE, MANUEL;VAZQUEZ, JESUS T.;NAKANISHI, KOJI, J. ORG. CHEM., 56,(1991) N, C. 2671-2675
  作者：ARROYO, PATRICIA、NORTE, MANUEL、VAZQUEZ, JESUS T.、NAKANISHI, KOJI

  DOI：——

  日期：——
• Absolute configuration of hydroazulenoid diterpenes based on circular dichroism
  作者：Patricia Arroyo、Manuel Norte、Jesus T. Vazquez、Koji Nakanishi

  DOI：10.1021/jo00008a018

  日期：1991.4

  The structure of a new hydroazulenoid diterpene, 9-epi-dictyol B(1), isolated from the brown alga Glossophora kuntii, was proposed on the basis of its spectral data and confirmed by chemical transformations. Absolute stereochemistry studies, based on the CD exciton chirality method, of the new diterpenoid 9-epi-dictyol B (1) as well as those of the previously reported dictyotadiol (6) led to the determination of the absolute configuration of the new compound 9-epi-dictyol B(1) and revisions of absolute configurations of previously reported diterpenoids dictyotriols C (2), D (3), and E (4), dictyol B (5), and dictyotadiol (6). The cause of previous erroneous results is discussed and indeed points to the extreme care which must be exercised by anyone using this method.