(1R,2R,4R)-2-(2-hydroxyethyl)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol | 385766-29-0

• 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: (1R,2R,4R)-2-(2-hydroxyethyl)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
• CAS: 385766-29-0
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: NMKVYLJBDOVKTM-JLLWLGSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  异丁醛 、 (1R,2R,4R)-2-(2-hydroxyethyl)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol 在 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 (1R,2R,4R,2'R)-1,7,7-trimethyl-2'-(1-methylethyl)spiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)] 、 (1R,2R,4R,2'S)-1,7,7-trimethyl-2'-(1-methylethyl)spiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)]
  参考文献：
  名称：

  Camphor-derived amber/woody odorants: 1,7,7-trimethyl-2′-iso-propylspiro[bicyclo[2.2.1]heptane-2,4′-(1,3-dioxanes)]

  摘要：

  Six stereoisomers of a new camphor-derived 1,7,7-trimethyl-2'-iso-propylspiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)] odorant were prepared. Their design with the help of an amber olfactophore model and structure-odour relationship are reported. The (IR,2S,4R,2'S) isomer has by far the strongest and the most characteristic amber-like odour. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00360-3
• 作为产物：
  描述：

  (E)-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]acetic acid iso-propyl ester 在 lithium aluminium tetrahydride 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 环己烷 为溶剂， 反应 5.0h， 生成 (1R,2R,4R)-2-(2-hydroxyethyl)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Camphor-derived amber/woody odorants: 1,7,7-trimethyl-2′-iso-propylspiro[bicyclo[2.2.1]heptane-2,4′-(1,3-dioxanes)]

  摘要：

  Six stereoisomers of a new camphor-derived 1,7,7-trimethyl-2'-iso-propylspiro[bicyclo[2.2.1]heptane-2,4'-(1,3-dioxane)] odorant were prepared. Their design with the help of an amber olfactophore model and structure-odour relationship are reported. The (IR,2S,4R,2'S) isomer has by far the strongest and the most characteristic amber-like odour. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00360-3