2-[(1S,2S,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl]ethanol | 161551-31-1

• 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: 2-[(1S,2S,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl]ethanol
• CAS: 161551-31-1
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: CYGJYKPXPJSBEC-FOGDFJRCSA-N

物化性质

• 沸点：
  238.979±8.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  0.942±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-[(1S,2S,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl]ethanol 在 镍 potassium fluoride 、 重铬酸吡啶 、 氢气 作用下， 以 乙醇 、 二氯甲烷 、 异丙醇 为溶剂， 反应 48.0h， 生成 (2R,3S)-3-Amino-1-((1S,2S,4R)-1,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-butan-2-ol
  参考文献：
  名称：

  The sweetness and stereochemistry of l-aspartyl-fenchylaminoalcohol derivatives

  摘要：

  Four fenchylaminoalcohols were derived from (+)-fenchone in five steps. They were resolved with (+)- and (-)-tartaric acid, then condensed with N-carbobenzoxy-L-aspartic acid beta-benzylester followed by hydrogenolysis to give four L-aspartyl-fenchylaminoalcohols. By the evaluation of their taste, only (2R,3R)-aminoalcohol showed potent sweetness.

  DOI：

  10.1016/0040-4039(94)85033-x
• 作为产物：
  描述：

  (+)-葑酮 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 正丁基锂 、 氢气 、 三乙胺 作用下， 以 正己烷 、 苯 为溶剂， 反应 63.0h， 生成 2-[(1S,2S,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl]ethanol
  参考文献：
  名称：

  The sweetness and stereochemistry of l-aspartyl-fenchylaminoalcohol derivatives

  摘要：

  Four fenchylaminoalcohols were derived from (+)-fenchone in five steps. They were resolved with (+)- and (-)-tartaric acid, then condensed with N-carbobenzoxy-L-aspartic acid beta-benzylester followed by hydrogenolysis to give four L-aspartyl-fenchylaminoalcohols. By the evaluation of their taste, only (2R,3R)-aminoalcohol showed potent sweetness.

  DOI：

  10.1016/0040-4039(94)85033-x