(-)-[(1R,5S)-3,6,6-trimethylbicyclo[3.1.0]hex-2-en-2-yl]methanol | 872200-60-7

• 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: (-)-[(1R,5S)-3,6,6-trimethylbicyclo[3.1.0]hex-2-en-2-yl]methanol
• 英文别名: [(1R,5S)-3,6,6-trimethyl-2-bicyclo[3.1.0]hex-2-enyl]methanol
• CAS: 872200-60-7
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: CGKFPDMUECIVLK-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (-)-[(1R,5S)-3,6,6-trimethylbicyclo[3.1.0]hex-2-en-2-yl]methanol 在 吡啶 、 lithium aluminium tetrahydride 、 丙酸 作用下， 以 乙醚 为溶剂， 生成 (+)-2-[(1R,3S,5S)-3,6,6-trimethyl-2-methylenebicyclo[3.1.0]hex-3-yl]ethyl acetate
  参考文献：
  名称：

  Stereochemistry of terpene derivatives. Part 4: Fragrant terpenoid derivatives with an unsaturated gem-dimethylbicyclo[3.1.0]hexane system

  摘要：

  Starting from (+)-3-carene I several chiral fragrant compounds with the bicyclo[3.1.0]hexane system 4-6 and 10-20 were synthesized. These compounds are structural analogues of naturally occurring fragrant compounds, such as ionones and damascones, and possess either an endo- or an exo-cyclic double bond in the bicyclo[3.1.0]hexane moiety. The absolute configuration of selected products was confirmed by X-ray crystallography and circular dichroism analysis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.09.004
• 作为产物：
  描述：

  (1R,5S)-(-)-3,6,6-trimethylbicyclo[3.1.0]hex-2-ene-2-carbaldehyde 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (-)-[(1R,5S)-3,6,6-trimethylbicyclo[3.1.0]hex-2-en-2-yl]methanol
  参考文献：
  名称：

  Stereochemistry of terpene derivatives. Part 4: Fragrant terpenoid derivatives with an unsaturated gem-dimethylbicyclo[3.1.0]hexane system

  摘要：

  Starting from (+)-3-carene I several chiral fragrant compounds with the bicyclo[3.1.0]hexane system 4-6 and 10-20 were synthesized. These compounds are structural analogues of naturally occurring fragrant compounds, such as ionones and damascones, and possess either an endo- or an exo-cyclic double bond in the bicyclo[3.1.0]hexane moiety. The absolute configuration of selected products was confirmed by X-ray crystallography and circular dichroism analysis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.09.004

文献信息

• Stereochemistry of terpene derivatives. Part 4: Fragrant terpenoid derivatives with an unsaturated gem-dimethylbicyclo[3.1.0]hexane system
  作者：Bożena Frąckowiak、Teresa Olejniczak、Rafał Latajka、Agata Białońska、Zbigniew Ciunik、Stanisław Lochyński

  DOI：10.1016/j.tetasy.2005.09.004

  日期：2005.10

  Starting from (+)-3-carene I several chiral fragrant compounds with the bicyclo[3.1.0]hexane system 4-6 and 10-20 were synthesized. These compounds are structural analogues of naturally occurring fragrant compounds, such as ionones and damascones, and possess either an endo- or an exo-cyclic double bond in the bicyclo[3.1.0]hexane moiety. The absolute configuration of selected products was confirmed by X-ray crystallography and circular dichroism analysis. (c) 2005 Elsevier Ltd. All rights reserved.