1-Cyclohexene-1-carboxylic acid, 6-(acetyloxy)-, ethyl ester, (S)- | 144901-84-8

• 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: 1-Cyclohexene-1-carboxylic acid, 6-(acetyloxy)-, ethyl ester, (S)-
• CAS: 144901-84-8
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: MGDVNYVXDFPUPZ-JTQLQIEISA-N

物化性质

• 沸点：
  276.2±40.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  6-hydroxy-cyclohex-1-enecarboxylic acid ethyl ester 在 吡啶 作用下， 生成 1-Cyclohexene-1-carboxylic acid, 6-(acetyloxy)-, ethyl ester, (S)-
  参考文献：
  名称：

  Enantiocomplementary synthesis of functionalized cycloalkenol building blocks using lipase

  摘要：

  Racemic 2-carbethoxy-2-cyclopenten-1-ol [(+/-)-3a] and racemic 2-carbethoxy-2-cyclohexen-1-ol [(+/-)-3b] afforded the corresponding (R)-acetates [(R)-4a and (R)-4b] leaving the corresponding (S)-alcohols [(S)-3a and (S)-3b] unchanged upon treatment with vinyl acetate in tert-butyl methyl ether in the presence of lipase PS, respectively, while the racemic acetates [(+/-)-4a and (+/-)-4b], derived from racemic precursors, (+/-)-3a and (+/-)-3b, on suspension with lipase in a phosphate buffer solution afforded the corresponding (R)-alcohols [(R)-3a and (R)-3b] leaving the corresponding (S)-acetates [(S)-4a and (S)-4b] unchanged, respectively.

  DOI：

  10.1016/s0957-4166(00)82178-3

文献信息

• Enantiocomplementary synthesis of functionalized cycloalkenol building blocks using lipase
  作者：Seiichi Takano、Takahiro Yamane、Michiyasu Takahashi、Kunio Ogasawara

  DOI：10.1016/s0957-4166(00)82178-3

  日期：1992.7

  Racemic 2-carbethoxy-2-cyclopenten-1-ol [(+/-)-3a] and racemic 2-carbethoxy-2-cyclohexen-1-ol [(+/-)-3b] afforded the corresponding (R)-acetates [(R)-4a and (R)-4b] leaving the corresponding (S)-alcohols [(S)-3a and (S)-3b] unchanged upon treatment with vinyl acetate in tert-butyl methyl ether in the presence of lipase PS, respectively, while the racemic acetates [(+/-)-4a and (+/-)-4b], derived from racemic precursors, (+/-)-3a and (+/-)-3b, on suspension with lipase in a phosphate buffer solution afforded the corresponding (R)-alcohols [(R)-3a and (R)-3b] leaving the corresponding (S)-acetates [(S)-4a and (S)-4b] unchanged, respectively.