(-)-cis-isopiperitenol acetate

• 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: (-)-cis-isopiperitenol acetate
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: ZTKIFGMDHLRONC-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 3-甲基-6-(1-甲基乙烯基)环己-2-烯-1-醇 在 Pseudomonas cepacia lipase 作用下， 以 various solvent(s) 为溶剂， 生成 (-)-cis-isopiperitenol acetate 、 trans-isopiperitenol acetate
  参考文献：
  名称：

  Lipase-catalyzed resolution of p-menthan-3-ols monoterpenes: preparation of the enantiomer-enriched forms of menthol, isopulegol, trans- and cis-piperitol, and cis-isopiperitenol

  摘要：

  A study on the enzymic resolution of the most common p-menthan-3-ol monoterpene isomers is described. Enantio-enriched alcohols 1, 5, 10, 11 and 12 are obtained by means of the lipase-mediated kinetic acetylation of the corresponding racemic materials. The stereochemical aspects of the enzymic process have been investigated. We found that the structural features of the starting p-menthan-3-ol as well as the kind of lipase used, impacted strongly on the enantioselectivity of the resolution. The potentialities of this approach for preparative purposes are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.010

文献信息

• Lipase-catalyzed resolution of p-menthan-3-ols monoterpenes: preparation of the enantiomer-enriched forms of menthol, isopulegol, trans- and cis-piperitol, and cis-isopiperitenol
  作者：Stefano Serra、Elisabetta Brenna、Claudio Fuganti、Francesco Maggioni

  DOI：10.1016/j.tetasy.2003.08.010

  日期：2003.10

  A study on the enzymic resolution of the most common p-menthan-3-ol monoterpene isomers is described. Enantio-enriched alcohols 1, 5, 10, 11 and 12 are obtained by means of the lipase-mediated kinetic acetylation of the corresponding racemic materials. The stereochemical aspects of the enzymic process have been investigated. We found that the structural features of the starting p-menthan-3-ol as well as the kind of lipase used, impacted strongly on the enantioselectivity of the resolution. The potentialities of this approach for preparative purposes are discussed. (C) 2003 Elsevier Ltd. All rights reserved.