(S,E)-5-((2-(3-carboxyprop-1-en-1-yl)-6-hydroxy-4-methoxybenzoyl)oxy)hexanoic acid | 1172114-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S,E)-5-((2-(3-carboxyprop-1-en-1-yl)-6-hydroxy-4-methoxybenzoyl)oxy)hexanoic acid
• CAS: 1172114-49-6
• 化学式: C₁₈H₂₂O₈
• 分子量: 366.368
• InChiKey: HQBIVOYQTYRKOL-MALLOTDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  130.36
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,8-辛二醇 、 (S,E)-5-((2-(3-carboxyprop-1-en-1-yl)-6-hydroxy-4-methoxybenzoyl)oxy)hexanoic acid 在 Chirazyme-L₉ 、 sodium sulfate 作用下， 以 甲基叔丁基醚 为溶剂， 反应 120.0h， 以65%的产率得到(4S,21E)-27-hydroxy-25-methoxy-4-methyl-3,9,18-trioxabicyclo[21.4.0]heptacosa-1(23),21,24,26-tetraene-2,8,19-trione
  参考文献：
  名称：

  Application of combinatorial biocatalysis for a unique ring expansion of dihydroxymethylzearalenone

  摘要：

  Combinatorial biocatalysis was applied to generate a diverse set of dihydroxymethylzearalenone analogs with modified ring structure. In one representative chemoenzymatic reaction sequence, dihydroxymethylzearalenone was first subjected to a unique enzyme-catalyzed oxidative ring opening reaction that creates two new carboxylic groups on the molecule. These groups served as reaction sites for further derivatization involving biocatalytic ring closure reactions with structurally diverse bifunctional reagents, including different diols and diamines. As a result, a library of cyclic bislactones and bislactams was created, with modified ring structures covering chemical space and structure activity relationships unattainable by conventional synthetic means. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.04.005
• 作为产物：
  描述：

  dihydroxymethylzearalenone 在 Candida antarctica lipase 、 水 、 双氧水 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 以37%的产率得到(S,E)-5-((2-(3-carboxyprop-1-en-1-yl)-6-hydroxy-4-methoxybenzoyl)oxy)hexanoic acid
  参考文献：
  名称：

  Application of combinatorial biocatalysis for a unique ring expansion of dihydroxymethylzearalenone

  摘要：

  Combinatorial biocatalysis was applied to generate a diverse set of dihydroxymethylzearalenone analogs with modified ring structure. In one representative chemoenzymatic reaction sequence, dihydroxymethylzearalenone was first subjected to a unique enzyme-catalyzed oxidative ring opening reaction that creates two new carboxylic groups on the molecule. These groups served as reaction sites for further derivatization involving biocatalytic ring closure reactions with structurally diverse bifunctional reagents, including different diols and diamines. As a result, a library of cyclic bislactones and bislactams was created, with modified ring structures covering chemical space and structure activity relationships unattainable by conventional synthetic means. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.04.005