(1R,4aS,8aR)-1-异丙基-4,7-二甲基-1,2,4A,5,6,8A-六氢萘 | 20085-19-2

• 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
• 中文名称: (1R,4aS,8aR)-1-异丙基-4,7-二甲基-1,2,4A,5,6,8A-六氢萘
• 英文名称: α-amorphene
• 英文别名: zizanene；Zizanen；(1R,4aS,8aR)-4,7-dimethyl-1-propan-2-yl-1,2,4a,5,6,8a-hexahydronaphthalene
• CAS: 20085-19-2
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: QMAYBMKBYCGXDH-KFWWJZLASA-N

物化性质

• 沸点：
  271.5±30.0 °C(Predicted)
• 密度：
  0.9163 g/cm3
• 保留指数：
  1452;1497

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1R,4aS,8aR)-1-异丙基-4,7-二甲基-1,2,4A,5,6,8A-六氢萘 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 (1R,6R,10S)-(2α,3α),(7β,8β)-diepoxy-3,7-dimethyl-10-isopropylbicyclo<4.4.0>decane
  参考文献：
  名称：

  Sesquiterpenic Epoxides and Alcohols Derived from Hydrocarbons of Vetiver Essential Oil

  摘要：

  Increasing the value of the hydrocarbon fraction of Bourbon vetiver essential oil (BVEO) was attempted by oxidation and reduction reactions to obtain odorous sesquiterpenic alcohols. Oxidation of this sesquiterpenic fraction of BVEO with m-chloroperbenzoic acid afforded three new oxidized products, including a zizaene monoepoxide and two diepoxides derived from zizanene and valencene. Reduction reaction of sesquiterpenic epoxides of BVEO led to three sesquiterpenols, including two zizanol epimers and an epoxialcohol derived from valencene, which have been synthesized in high yields (85-100%). Structural determination of these derivatives followed from one- and two-dimensional NMR spectroscopy and gas chromatography-mass spectrometry techniques.

  DOI：

  10.1021/jf950052l
• 作为产物：
  描述：

  (+)-(2S,7R,8S)-5-methyl-8-(1-methylethyl)-9-oxa-tricyclo[6.2.2.0^2,7]dodeca-1(11),5-diene 在 palladium on activated charcoal 氢气 作用下， 以 正己烷 、 苯 为溶剂， 反应 0.5h， 生成 (1R,4aS,8aR)-1-异丙基-4,7-二甲基-1,2,4A,5,6,8A-六氢萘
  参考文献：
  名称：

  Lepidozia fauriana 和 Lepidozia vitrea 的倍半萜类成分

  摘要：

  研究了台湾地衣 Lepidozia fauriana 和 L. vitrea 精油的倍半萜成分。11,12-Dihydrochiloscyphone 和 7,10-anhydro-11,12-dihydrochiloscypholone 从 L.fauriana 中分离出来，并与它们的氢化产物一起进行光谱表征。来自同一物种的三种 amorphane 衍生物 amorpha-4,9-dien-14-al、amorpha-4,9-dien-2-ol 和 7,14-anhydroamorpha-4,9-diene，以及来自 L. vitrea 的两种氧化的榄香烯，即 7-acetoxy-elema-1,3-dien-8-ol 和 elema-1,3-dien-7-ol，被分离和鉴定。结构解析是通过核磁共振光谱和化学相关性结合对映选择性气相色谱法进行的，以建立绝对构型。

  DOI：

  10.1016/s0031-9422(01)00322-3

文献信息

• Sesquiterpenic Epoxides and Alcohols Derived from Hydrocarbons of Vetiver Essential Oil
  作者：Isabelle Bombarda、Emile M. Gaydou、Jacqueline Smadja、Robert Faure

  DOI：10.1021/jf950052l

  日期：1996.1.1

  Increasing the value of the hydrocarbon fraction of Bourbon vetiver essential oil (BVEO) was attempted by oxidation and reduction reactions to obtain odorous sesquiterpenic alcohols. Oxidation of this sesquiterpenic fraction of BVEO with m-chloroperbenzoic acid afforded three new oxidized products, including a zizaene monoepoxide and two diepoxides derived from zizanene and valencene. Reduction reaction of sesquiterpenic epoxides of BVEO led to three sesquiterpenols, including two zizanol epimers and an epoxialcohol derived from valencene, which have been synthesized in high yields (85-100%). Structural determination of these derivatives followed from one- and two-dimensional NMR spectroscopy and gas chromatography-mass spectrometry techniques.
• Sesquiterpenoid constituents of the liverworts Lepidozia fauriana and Lepidozia vitrea
  作者：Claudia Paul、Wilfried A König、Chia-Li Wu

  DOI：10.1016/s0031-9422(01)00322-3

  日期：2001.11

  Taiwanese liverworts Lepidozia fauriana and L. vitrea were investigated. 11,12-Dihydrochiloscyphone and 7,10-anhydro-11,12-dihydrochiloscypholone were isolated from L. fauriana and spectroscopically characterised together with their hydrogenation products. From the same species three amorphane derivatives amorpha-4,9-dien-14-al, amorpha-4,9-dien-2-ol and 7,14-anhydroamorpha-4,9-diene, and from L. vitrea

  研究了台湾地衣 Lepidozia fauriana 和 L. vitrea 精油的倍半萜成分。11,12-Dihydrochiloscyphone 和 7,10-anhydro-11,12-dihydrochiloscypholone 从 L.fauriana 中分离出来，并与它们的氢化产物一起进行光谱表征。来自同一物种的三种 amorphane 衍生物 amorpha-4,9-dien-14-al、amorpha-4,9-dien-2-ol 和 7,14-anhydroamorpha-4,9-diene，以及来自 L. vitrea 的两种氧化的榄香烯，即 7-acetoxy-elema-1,3-dien-8-ol 和 elema-1,3-dien-7-ol，被分离和鉴定。结构解析是通过核磁共振光谱和化学相关性结合对映选择性气相色谱法进行的，以建立绝对构型。

表征谱图