(+)-(1R)-1-[(1S,5R)-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethanol | 87025-93-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-(1R)-1-[(1S,5R)-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethanol
• 英文别名: (1R)-1-[(1S,5R)-6,6-dimethyl-2-bicyclo[3.1.0]hex-2-enyl]ethanol
• CAS: 87025-93-2
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: WIHLSYHTMTXIMF-VDAHYXPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 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)-1-[(1S,5R)-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethanol 、 4-硝基苯甲酰氯 在 吡啶 作用下， 生成 (+)-(1R)-1-[(1S,5R)-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethyl p-nitrobenzoate
  参考文献：
  名称：

  Stereochemistry of terpene derivatives. Part 6: Chemoenzymatic synthesis of chiral bicyclo[3.1.0]hexane derivatives with olfactory properties

  摘要：

  Starting from (+)-3-carene 1, several chiral fragrant compounds with the bicyclo[3 1.0]hexane system were synthesized. These compounds were used as substrates for the biotransformation with lipases as biocatalysts Pure diastereoisomers were obtained and their absolute configuration was confirmed by X-ray crystallography The olfactory properties of new compounds were determined (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.04.052
• 作为产物：
  描述：

  (+)-(1R)-1-[(1S,5R)-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethyl acetate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以65%的产率得到(+)-(1R)-1-[(1S,5R)-6,6-dimethylbicyclo[3.1.0]hex-2-en-2-yl]ethanol
  参考文献：
  名称：

  Stereochemistry of terpene derivatives. Part 6: Chemoenzymatic synthesis of chiral bicyclo[3.1.0]hexane derivatives with olfactory properties

  摘要：

  Starting from (+)-3-carene 1, several chiral fragrant compounds with the bicyclo[3 1.0]hexane system were synthesized. These compounds were used as substrates for the biotransformation with lipases as biocatalysts Pure diastereoisomers were obtained and their absolute configuration was confirmed by X-ray crystallography The olfactory properties of new compounds were determined (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.04.052