ent-isoeremophilene | 51608-13-0

• 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: ent-isoeremophilene
• 英文别名: valencene；eremophila-1(10),7(11)-diene；(+/-)-1β,9β-Dimethyl-7-isopropyliden-Δ⁴⁽¹⁰⁾-octalin；(1S,8aR)-1,8a-dimethyl-7-propan-2-ylidene-1,2,3,5,6,8-hexahydronaphthalene
• CAS: 51608-13-0
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: USADAYYQBBHRCI-SWLSCSKDSA-N

物化性质

• 保留指数：
  1525

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  0
• 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：

  ent-isoeremophilene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 (5S,6R)-5,6-dimethyl-1α,2α-epoxy-8(13,13-dimethyl-8α,13α-epoxy)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：

  (2R,8S,8aR)-2-Isopropyl-8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-2-ol 在 吡啶 、 氯化亚砜 作用下， 以0.8 mg的产率得到(1S,8aS)-7-Isopropyl-1,8a-dimethyl-1,2,3,5,6,8a-hexahydro-naphthalene
  参考文献：
  名称：

  (+)-1(10)-Spiroviveven-7β-ol 来自地草 Lepidozia reptans

  摘要：

  已通过光谱方法和化学转化方法确定了来自地草 Lepidozia reptans 的新倍半萜醇的结构为 1(10)-spirovetiven-7β-ol。倍半萜的构型通过对映选择性气相色谱法证实。倍半萜醇先前被描述为 Lepidozia reptans 的一种成分，而没有进一步研究结构。

  DOI：

  10.1016/s0031-9422(96)00482-7

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.
• (+)-1(10)-Spirovetiven-7β-ol from the liverwort Lepidozia reptans
  作者：Angela Rieck、Nils Bülow、Stefan Jung、Yücel Saritas、Wilfried A. König

  DOI：10.1016/s0031-9422(96)00482-7

  日期：1997.2

  The structure of a new sesquiterpene alcohol from the liverwort Lepidozia reptans has been established as 1(10)-spirovetiven-7β-ol by means of spectroscopic methods and chemical conversion. The configuration of the sesquiterpene was proved by enantioselective gas chromatography. The sesquiterpene alcohol was previously described as a constituent of Lepidozia reptans without further investigation of the

  已通过光谱方法和化学转化方法确定了来自地草 Lepidozia reptans 的新倍半萜醇的结构为 1(10)-spirovetiven-7β-ol。倍半萜的构型通过对映选择性气相色谱法证实。倍半萜醇先前被描述为 Lepidozia reptans 的一种成分，而没有进一步研究结构。