(+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxydecalin | 169869-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxydecalin
• 英文别名: (1aR,4aS,8S,8aS)-4a,8-dimethyl-1a,2,3,4,5,6,7,8-octahydronaphtho[1,8a-b]oxirene
• CAS: 169869-40-3
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: KKXSVZHUGGQUGL-WHOHXGKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxydecalin 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以64%的产率得到二甲萘烷醇
  参考文献：
  名称：

  An epoxy-trinoreudesmane sesquiterpene from the liverwort Lophocolea bidentata

  摘要：

  A new epoxy-trinoreudesmane sesquiterpene, (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxy-decalin, was isolated from the liverwort Lophocolea bidentata collected in northern Germany. The structure of this compound was elucidated by means of spectroscopic methods and by independent synthesis. The configuration was proved by enantioselective gas chromatography. The previously described olefinic precursor was also identified as a constituent.

  DOI：

  10.1016/0031-9422(95)00355-b
• 作为产物：
  描述：

  二甲基环已酮 在 吡啶 、 氢氧化钾 、 lithium aluminium tetrahydride 、 硫酸 、 lithium 、 乙胺 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 32.5h， 生成 (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxydecalin
  参考文献：
  名称：

  An epoxy-trinoreudesmane sesquiterpene from the liverwort Lophocolea bidentata

  摘要：

  A new epoxy-trinoreudesmane sesquiterpene, (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxy-decalin, was isolated from the liverwort Lophocolea bidentata collected in northern Germany. The structure of this compound was elucidated by means of spectroscopic methods and by independent synthesis. The configuration was proved by enantioselective gas chromatography. The previously described olefinic precursor was also identified as a constituent.

  DOI：

  10.1016/0031-9422(95)00355-b

文献信息

• An epoxy-trinoreudesmane sesquiterpene from the liverwort Lophocolea bidentata
  作者：Angela Rieck、Nils Bülow、Wilfried A. König

  DOI：10.1016/0031-9422(95)00355-b

  日期：1995.10

  A new epoxy-trinoreudesmane sesquiterpene, (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxy-decalin, was isolated from the liverwort Lophocolea bidentata collected in northern Germany. The structure of this compound was elucidated by means of spectroscopic methods and by independent synthesis. The configuration was proved by enantioselective gas chromatography. The previously described olefinic precursor was also identified as a constituent.