(1S,2R)-2-methylcyclohexanol acetate | 15288-14-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1S,2R)-2-methylcyclohexanol acetate
• 英文别名: 1-Deutero-cis-2-methyl-cyclohexylacetat；cis-2-Methyl-cyclohexyl-acetat；cis-Methyl-2-acetoxycyclohexan；Cyclohexanol, 2-methyl-, acetate, cis-；[(1S,2R)-2-methylcyclohexyl] acetate
• CAS: 15288-14-9
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: AKIIJALHGMKJEJ-APPZFPTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙酸异丙烯酯 、 cis-2-methylcyclohexanol 在 lipase YS 作用下， 以 异丙醚 为溶剂， 反应 70.0h， 生成 cis-2-methylcyclohexyl acetate 、 (1S,2R)-2-methylcyclohexanol acetate
  参考文献：
  名称：

  Naemura, Koichiro; Fukuda, Ritsuko; Konishi, Masayoshi, Journal of the Chemical Society. Perkin transactions I, 1994, # 10, p. 1253 - 1256

  摘要：

  DOI：

文献信息

• Lipase-catalyzed enantioselective acylation of alcohols: a predictive active site model for lipase YS to identify which enantiomer of an alcohol reacts faster in this acylation
  作者：Koichiro Naemura、Ritsuko Fukuda、Masaki Murata、Masayoshi Konishi、Keiji Hirose、Yoshito Tobe

  DOI：10.1016/0957-4166(95)00316-h

  日期：1995.9

  Primary alcohols having a hydroxymethyl group at an S stereogemic center and secondary alcohols with an R configuration are preferentially acylated to give the corresponding acetates by lipase YS (from Pseudomonas fluorescens)-catalyzed acylation using isopropenyl acetate as the acylating agent in diisopropyl ether. On the basis of enantiomer selectivities observed, a predictive active site model for lipase YS is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation.