(1S,3R)-(-)-1-carboxy-3-methylcyclohexaneacetic acid | 63615-18-9

• 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,3R)-(-)-1-carboxy-3-methylcyclohexaneacetic acid
• 英文别名: 1-Carboxy-3-methylcyclohexan-1-essigsaeure；(1S,3R)-1-(carboxymethyl)-3-methylcyclohexane-1-carboxylic acid
• CAS: 63615-18-9；63615-23-6；91057-80-6
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: ZCSUTYQGFINCIN-XCBNKYQSSA-N

物化性质

• 熔点：
  163 °C (decomp)
• 沸点：
  387.5±15.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl (1S,3R)-(-)-3-methyl-1-(nitromethyl)cyclohexaneacetate 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 生成 (1S,3R)-(-)-1-carboxy-3-methylcyclohexaneacetic acid
  参考文献：
  名称：

  Esterase-mediated synthesis of optically active GABA analogues containing a stereogenic all-carbon quaternary carbon atom

  摘要：

  Esterase from Horse Liver (HLAP) was able to hydrolyze a series of linear and cyclic beta,beta-dialkyl-gamma-nitroesters, in spite of the well-known reluctance of hydrolytic enzymes to recognize and transform hindered substrates, such as those possessing a stereogenic quaternary carbon atom next to the reaction site. The resulting optically active gamma-nitroesters gave access to optically active beta,beta-disubstituted gamma-aminoacids as well as alpha,alpha-disubstituted succinic acids, both being biologically relevant compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.010

文献信息

• Esterase-mediated synthesis of optically active GABA analogues containing a stereogenic all-carbon quaternary carbon atom
  作者：Fulvia Felluga、Franco Ghelfi、Giuliana Pitacco、Fabrizio Roncaglia、Ennio Valentin、Cesare Daniele Venneri

  DOI：10.1016/j.tetasy.2010.07.010

  日期：2010.9

  Esterase from Horse Liver (HLAP) was able to hydrolyze a series of linear and cyclic beta,beta-dialkyl-gamma-nitroesters, in spite of the well-known reluctance of hydrolytic enzymes to recognize and transform hindered substrates, such as those possessing a stereogenic quaternary carbon atom next to the reaction site. The resulting optically active gamma-nitroesters gave access to optically active beta,beta-disubstituted gamma-aminoacids as well as alpha,alpha-disubstituted succinic acids, both being biologically relevant compounds. (C) 2010 Elsevier Ltd. All rights reserved.