(1R)-2-(3'-acetoxyphenyl)-1-(4''-chlorophenyl)ethyl acetate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1R)-2-(3'-acetoxyphenyl)-1-(4''-chlorophenyl)ethyl acetate
• 化学式: C₁₈H₁₇ClO₄
• 分子量: 332.784
• InChiKey: AZQGNBWDJRGPGV-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  1-(4-chlorophenyl)-2-phenylethanol 、 乙酸酐 在 Colletotrichum gloeosporioides 20122-CECT 、 Czapek-Dox medium 、 吡啶 作用下， 反应 216.0h， 生成 (1S)-2-(2'-acetoxyphenyl)-1-(4''-chlorophenyl)ethyl acetate 、 (1R)-2-(2'-acetoxyphenyl)-1-(4''-chlorophenyl)ethyl acetate 、 (1R)-2-(3'-acetoxyphenyl)-1-(4''-chlorophenyl)ethyl acetate 、 (1S)-2-(3'-acetoxyphenyl)-1-(4''-chlorophenyl)ethyl acetate
  参考文献：
  名称：

  Studies on biotransformation of (±)-1-(4′-chlorophenyl)-2-phenylethanol

  摘要：

  The metabolism of (+/-)-1-4'-chlorophenyl)-2-phenylethanol 1 by the phytopathogenic fungi Colletotrichum gloeosporioides and Botrytis cinerea has been studied. Regioselective monooxygenase-catalyzed hydroxylation of C-H bonds yielded the corresponding diols, the ratios of which showed a clear preference for the C-H benzylic bond. in-Hydroxylation in the substituted aromatic ring, a rarely described phenomenon, has been observed and with good enantioselectivity. The chemistry involved ill determining the configuration of the biotransformation products is also described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.026