(1R,2S,4S)-4-isopropyl-1-methylcyclohexane-1,2-diol | 39904-00-2

• 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,2S,4S)-4-isopropyl-1-methylcyclohexane-1,2-diol
• 英文别名: (-)-1-hydroxycarvomenthol；(1R,2S,4S)-p-menthane-1,2-diol；(1R,2S,4S)-p-Menthan-1,2-diol；(1R)-1r-Methyl-4t-isopropyl-cyclohexandiol-(1.2t)；(1R:2S:4S)-p-Menthandiol-(1.2)；p-Menthen-1α,2β-diol；(1R,2S,4S)-1-methyl-4-propan-2-ylcyclohexane-1,2-diol
• CAS: 39904-00-2
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: RYLFWQILVNWPEL-LPEHRKFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• 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：

  (1R,2S,4S)-4-isopropyl-1-methylcyclohexane-1,2-diol 在 硫酸 作用下， 生成 (5S)-5-异丙基-2-甲基环己酮
  参考文献：
  名称：

  Piatkowski,K. et al., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1975, vol. 23, p. 503 - 511

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 potassium permanganate 作用下， 生成 (1R,2S,4S)-4-isopropyl-1-methylcyclohexane-1,2-diol
  参考文献：
  名称：

  Schmidt, Suomen Kemistilehti B, 1958, vol. 31, p. 61,66

  摘要：

  DOI：

文献信息

• Δ5-Dehydro-1-hydroxycarvomenthols from the essential oil of Chenopodium multifidum
  作者：J.De Pascual Teresa、C. Torres、M.S. González、M. Grande、I.S. Bellido

  DOI：10.1016/s0031-9422(00)97688-x

  日期：1983.1

  Abstract The most polar fraction of the essential oil of Chenopodium multifidum is made up of three p -menth-5-en-1,2-diols diastereoisomers. Their absolute configurations have been assigned by spectral methods and by hydrogenation to the 1-hydroxycarvomenthols of known stereochemistry.

  摘要 Chenopodium multifidum 精油中极性最强的部分由三种p-menth-5-en-1,2-二醇非对映异构体组成。它们的绝对构型已通过光谱方法和氢化确定为已知立体化学的 1-羟基香芹醇。
• Synthesis of (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol, the aggregation pheromone of the ambrosia beetle Platypus quercivorus, its racemate, (1R,4R)- and (1S,4S)-isomers
  作者：Kenji Mori

  DOI：10.1016/j.tetasy.2006.07.030

  日期：2006.8

  (S)-Perillyl alcohol was converted to (R)-cryptone (91.5-93% ee) in six steps, which was then treated with methyllithium to give (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol, the aggregation pheromone of the ambrosia beetle Platypus quercivorus. The racemic pheromone was also prepared by methylation of (+/-)-cryptone. Both (1R,4R)- and (1S,4S)-isomers (98% ee) of the pheromone were synthesized from the enantiomers of dihydrolimonene oxide. (c) 2006 Elsevier Ltd. All rights reserved.
• 842. Stereochemistry of cyclohexane derivatives. Part IV. Some secondary tertiary 1 : 2-diols
  作者：P. R. Jefferies、B. Milligan

  DOI：10.1039/jr9560004384

  日期：——
• Yur'ev,V.P. et al., Journal of general chemistry of the USSR, 1975, vol. 45, p. 2269 - 2273
  作者：Yur'ev,V.P. et al.

  DOI：——

  日期：——