ethyl (2E,4S)-4-hydroperoxy-2-hexenoate | 612845-25-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (2E,4S)-4-hydroperoxy-2-hexenoate
• 英文别名: ethyl (E,4S)-4-hydroperoxyhex-2-enoate
• CAS: 612845-25-7
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: WZTMEUPWPHSOQK-XPPMVYLVSA-N

物化性质

• 沸点：
  284.7±33.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (2E,4S)-4-hydroperoxy-2-hexenoate 在 sodium hydroxide 、 三甲氧基磷 作用下， 以 乙醚 、 水 为溶剂， 反应 25.0h， 生成 (S),(E)-Methyl 4-hydroxy-hex-2-enoate
  参考文献：
  名称：

  Enantioselective reduction of γ-hydroperoxy-α,β-unsaturated carbonyl compounds catalyzed by lipid-coated peroxidase in organic solvents

  摘要：

  The reduction of racemic gamma-hydroperoxy-alpha,beta-unsaturated carbonyl compounds in the presence of lipid-coated horseradish peroxidase as a homogenious catalyst in organic solvents such as toluene, benzene and chlororform containing a small amount of water enantio selectively afforded optical active (R)-alcohols and (S)-hydroperoxides, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00436-1
• 作为产物：
  描述：

  ethyl (E)-4-hydroperoxy-2-hexenoate 在 2,6-二甲氧基苯酚 、 lipid-HRP 作用下， 以 phosphate buffer 、 苯 为溶剂， 反应 3.0h， 生成 ethyl (2E,4R)-4-hydroxy-2-hexenoate 、 ethyl (2E,4S)-4-hydroxy-2-hexenoate 、 ethyl (2E,4S)-4-hydroperoxy-2-hexenoate 、 ethyl (2E,4R)-4-hydroperoxy-2-hexenoate
  参考文献：
  名称：

  Enantioselective reduction of γ-hydroperoxy-α,β-unsaturated carbonyl compounds catalyzed by lipid-coated peroxidase in organic solvents

  摘要：

  The reduction of racemic gamma-hydroperoxy-alpha,beta-unsaturated carbonyl compounds in the presence of lipid-coated horseradish peroxidase as a homogenious catalyst in organic solvents such as toluene, benzene and chlororform containing a small amount of water enantio selectively afforded optical active (R)-alcohols and (S)-hydroperoxides, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00436-1

文献信息

• Enantioselective reduction of γ-hydroperoxy-α,β-unsaturated carbonyl compounds catalyzed by lipid-coated peroxidase in organic solvents
  作者：Hidetaka Nagatomo、Yoh-ichi Matsushita、Kazuhiro Sugamoto、Takanao Matsui

  DOI：10.1016/s0957-4166(03)00436-1

  日期：2003.8

  The reduction of racemic gamma-hydroperoxy-alpha,beta-unsaturated carbonyl compounds in the presence of lipid-coated horseradish peroxidase as a homogenious catalyst in organic solvents such as toluene, benzene and chlororform containing a small amount of water enantio selectively afforded optical active (R)-alcohols and (S)-hydroperoxides, respectively. (C) 2003 Elsevier Ltd. All rights reserved.