4-(3-cyanobenzoyl)benzyl acetate | 1345046-85-6

• 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: 4-(3-cyanobenzoyl)benzyl acetate
• 英文别名: [4-(3-Cyanobenzoyl)phenyl]methyl acetate
• CAS: 1345046-85-6
• 化学式: C₁₇H₁₃NO₃
• 分子量: 279.295
• InChiKey: PYJIQZDIHCJELO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-cyanobenzoyl)benzyl acetate 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 以91%的产率得到3-(4-(hydroxymethyl)benzoyl)benzonitrile
  参考文献：
  名称：

  Diarylketone Ketoreductase Screen and Synthesis Demonstration to Access mGlu2 Receptor Potentiators

  摘要：

  This communication describes proof of concept for an enantioselective enzyme-based synthesis of diarylmethanol (S)-1 to access mGlu2 receptor potentiators. A ketoreductase (KRED) screen was applied to benzophenone 8 to afford chiral diarylmethanol (S)-9, which is a useful intermediate for the preparation of chiral diarylmethanol (S)-1. In addition, a more practical synthesis of benzophenone 8 was demonstrated utilizing Friedel Crafts acylation and radical bromination chemistry.

  DOI：

  10.1021/op2002479
• 作为产物：
  描述：

  3-氰基苯甲酰氯 在 aluminum (III) chloride 、 偶氮二异丁腈 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.5h， 生成 4-(3-cyanobenzoyl)benzyl acetate
  参考文献：
  名称：

  Diarylketone Ketoreductase Screen and Synthesis Demonstration to Access mGlu2 Receptor Potentiators

  摘要：

  This communication describes proof of concept for an enantioselective enzyme-based synthesis of diarylmethanol (S)-1 to access mGlu2 receptor potentiators. A ketoreductase (KRED) screen was applied to benzophenone 8 to afford chiral diarylmethanol (S)-9, which is a useful intermediate for the preparation of chiral diarylmethanol (S)-1. In addition, a more practical synthesis of benzophenone 8 was demonstrated utilizing Friedel Crafts acylation and radical bromination chemistry.

  DOI：

  10.1021/op2002479