Acetic acid (R)-2-(3-chloro-phenyl)-1-methyl-ethyl ester | 875783-87-2

• 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: Acetic acid (R)-2-(3-chloro-phenyl)-1-methyl-ethyl ester
• CAS: 875783-87-2
• 化学式: C₁₁H₁₃ClO₂
• 分子量: 212.676
• InChiKey: YMFSQWBSEJYSSE-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (R)-2-(3-chloro-phenyl)-1-methyl-ethyl ester 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 0.08h， 生成 (-)-1-(3-chloro-phenyl)-2-propanol
  参考文献：
  名称：

  Kinetic and chemical resolution of different 1-phenyl-2-propanol derivatives

  摘要：

  Seven chiral target molecules containing a hydroxy group have been resolved by both biocatalytic and chemical means. The lipase-catalyzed acylation mainly yielded the acylated derivative of the (R)-alcohols with moderate enantiomeric excess and the enantiopure (S)-alcohols. In the course of the chemical resolution, first the dicarboxylic acid monoesters of the target molecules were synthesized and the resolution of these monoesters was attempted by different homochiral bases. By re-resolution and/or optimization of the reaction time and/or recrystallization, respectively, each molecule was produced in very high enantiomeric purity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.019
• 作为产物：
  描述：

  马来酸酐 、 乙酸乙烯酯 、 (-)-1-(3-chloro-phenyl)-2-propanol 在 Burkholderia cepacia lipase immobilized on ceramic particles 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 、 Acetic acid (R)-2-(3-chloro-phenyl)-1-methyl-ethyl ester 、 maleic acid (+)-1-(3-chloro-phenyl)-2-propyl monoester
  参考文献：
  名称：

  Kinetic and chemical resolution of different 1-phenyl-2-propanol derivatives

  摘要：

  Seven chiral target molecules containing a hydroxy group have been resolved by both biocatalytic and chemical means. The lipase-catalyzed acylation mainly yielded the acylated derivative of the (R)-alcohols with moderate enantiomeric excess and the enantiopure (S)-alcohols. In the course of the chemical resolution, first the dicarboxylic acid monoesters of the target molecules were synthesized and the resolution of these monoesters was attempted by different homochiral bases. By re-resolution and/or optimization of the reaction time and/or recrystallization, respectively, each molecule was produced in very high enantiomeric purity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.019