(S)-1-(4-氯苯基)烯丙基乙酸酯 | 1040402-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (S)-1-(4-氯苯基)烯丙基乙酸酯
• 英文名称: (S)-1-(4-chlorophenyl)allyl acetate
• 英文别名: [(1S)-1-(4-chlorophenyl)prop-2-enyl] acetate
• CAS: 1040402-96-7
• 化学式: C₁₁H₁₁ClO₂
• 分子量: 210.66
• InChiKey: BNCZVNTUSCIBHR-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-chlorophenyl)allyl acetate 在 水 作用下， 以 乙腈 为溶剂， 以49%的产率得到(S)-1-(4-氯苯基)烯丙基乙酸酯
  参考文献：
  名称：

  Enantioselective hydrolysis of 1-arylallyl acetates catalyzed by Candida antarctica lipase

  摘要：

  (R)-1-Arylallyl alcohols were obtained with excellent enantioselectivities via kinetic resolution of the corresponding acetates using immobilized Candida antarctica lipase. The scope and limitations of this reaction were investigated. The best results are obtained using the water/acetonitrile solvent system, and the reaction tolerates a variety of aryl and heteroaryl substituents. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.018

文献信息

• A new mathematical method for determining the enantiomeric ratio in lipase-catalyzed reactions
  作者：David Alexander Mitchell、Vivian Rotuno Moure、Francisco de Assis Marques、Nadia Krieger

  DOI：10.1016/j.molcatb.2010.01.019

  日期：2010.6

  We present a new mathematical method for determining the enantiomeric ratio (E) during lipase-catalyzed kinetic resolutions. The method involves the fitting of a model to profiles of adimensionalizecl concentrations of the two enantiomers of the chiral substrate, plotted against degree of conversion. The model equations are presented for a reversible reaction involving bi-bi ping-pong kinetics in which the chiral substrate enters second and the chiral product leaves second. However, it is also shown that the method is easy to modify for analysis of resolutions involving other chiral substrate-product pairs and of resolutions in which the behavior of the system can be approximated by irreversible uni-uni kinetics. We show that our method retains several advantageous features of existing methods that help to ensure accuracy. (C) 2010 Elsevier B.V. All rights reserved.