2S-methoxy 3-phenylpropionic acid 2-phenylethyl ester | 1228686-26-7

• 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: 2S-methoxy 3-phenylpropionic acid 2-phenylethyl ester
• 英文别名: 2-phenylethyl (2S)-2-methoxy-3-phenylpropanoate
• CAS: 1228686-26-7
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: KZQSBCXIXOACPZ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙醇 、 2((S)-methoxy)-3-phenylpropionic acid 4-chlorophenyl ester 在 tetrabutylammonium tricarbonylnitrosylferrate 作用下， 以 正己烷 为溶剂， 以66%的产率得到2S-methoxy 3-phenylpropionic acid 2-phenylethyl ester
  参考文献：
  名称：

  Nucleophilic Iron Catalysis in Transesterifications: Scope and Limitations

  摘要：

  The ester bond is one of the most common structural motifs found in nature. Apart from the condensation between an acid and an alcohol, transesterifications represent another mechanistic alternative for the preparation of this compound class. The present paper summarizes our most recent investigations in this field, using nucleophilic iron complexes as catalysts for transesterifications under neutral conditions. This new type of metal catalyst complements the existing methodologies, which rely on Lewis acidic metal complexes. Investigations on scope and limitations, stereochemical course, and chemoselectivities will be presented.

  DOI：

  10.1021/jo1004636

文献信息

• Nucleophilic Iron Catalysis in Transesterifications: Scope and Limitations
  作者：Silja Magens、Bernd Plietker

  DOI：10.1021/jo1004636

  日期：2010.6.4

  The ester bond is one of the most common structural motifs found in nature. Apart from the condensation between an acid and an alcohol, transesterifications represent another mechanistic alternative for the preparation of this compound class. The present paper summarizes our most recent investigations in this field, using nucleophilic iron complexes as catalysts for transesterifications under neutral conditions. This new type of metal catalyst complements the existing methodologies, which rely on Lewis acidic metal complexes. Investigations on scope and limitations, stereochemical course, and chemoselectivities will be presented.