(R)-1-(4-chlorophenyl)allyl acetate | 1362084-89-6

• 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: (R)-1-(4-chlorophenyl)allyl acetate
• 英文别名: [(1R)-1-(4-chlorophenyl)prop-2-enyl] acetate
• CAS: 1362084-89-6
• 化学式: C₁₁H₁₁ClO₂
• 分子量: 210.66
• InChiKey: BNCZVNTUSCIBHR-LLVKDONJSA-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：

  4-氯苯甲醛 在 Candida antarctica lipase B 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 9.5h， 生成 (R)-1-(4-chlorophenyl)allyl acetate 、 (S)-1-(4-chlorophenyl)prop-2-en-1-ol
  参考文献：
  名称：

  Highly Efficient Kinetic Resolution of Allylic Alcohols with Terminal Double Bond

  摘要：

  在本研究中，采用脂肪酶催化的动力学解析（Novozyme 435）制备了端双键的手性烯丙醇和醋酸酯，恩基异纯度范围为94%至99%。

  DOI：

  10.2174/157017811799304151

文献信息

• Base-Free Dynamic Kinetic Resolution of Secondary Alcohols with a Ruthenium–Lipase Couple
  作者：Inyeol Yun、Jin Yong Park、Jaiwook Park、Mahn-Joo Kim

  DOI：10.1021/acs.joc.9b02510

  日期：2019.12.20

  dynamic kinetic resolution (DKR) of various secondary alcohols by the combination of a ruthenium catalyst and an anionic surfactant-activated lipoprotein lipase. The DKR reactions performed under totally base-free conditions at room temperature provided the products of excellent enantiopurities (91-99% ee or greater) in high yields (92-99%). More importantly, the DKR of α-arylallyl alcohols was achieved

  我们通过钌催化剂和阴离子表面活性剂激活的脂蛋白脂肪酶的组合报告了各种仲醇的动态动力学拆分（DKR）。在室温下在完全无碱的条件下进行的DKR反应可提供高收率（92-99％）的优异对映体纯度（91-99％ee或更高）的产物。更重要的是，首次以高收率（87-91％）获得了α-芳基烯丙基醇的DKR。
• 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.