(R)-1-(4-chlorophenyl)ethyl valerate | 1342259-87-3

• 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)ethyl valerate
• 英文别名: [(1R)-1-(4-chlorophenyl)ethyl] pentanoate
• CAS: 1342259-87-3
• 化学式: C₁₃H₁₇ClO₂
• 分子量: 240.73
• InChiKey: JKOZWOXMQNBNGV-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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-氯苯基)乙醇 、 4-氯苯基戊酸酯 在 Novozym 435 、 sulphate-doped anatase 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以99%的产率得到(R)-1-(4-chlorophenyl)ethyl valerate
  参考文献：
  名称：

  使用低成本固体超强酸作为外消旋催化剂的仲芳族醇的高效动态动力学拆分

  摘要：

  利用自制的固体超强酸TiO2 / SO42-作为外消旋催化剂，开发了一种新型高效的仲芳族醇动力学动力学拆分方法（DKR）。低成本且易于生产的TiO2 / SO42-具有出色的消旋活性。当与脂肪酶Novozym 435偶联时，观察到良好的生物相容性，并以高收率获得了光学纯的芳族乙酸酯（> 99％）。值得注意的是，该系统可重复使用10次以上，而收率损失很小或产品的对映体过量（ee）值降低。

  DOI：

  10.1016/j.tetlet.2013.07.016

文献信息

• Highly efficient dynamic kinetic resolution of secondary aromatic alcohols using a low-cost solid super acid as a racemization catalyst
  作者：Gang Xu、Liang Wang、Yongjun Chen、Yongmei Cheng、Jianping Wu、Lirong Yang

  DOI：10.1016/j.tetlet.2013.07.016

  日期：2013.9

  A new, efficient dynamic kinetic resolution (DKR) of secondary aromatic alcohols using self-made solid super acid TiO2/SO42- as a racemization catalyst was developed. Low-cost and easily produced TiO2/SO42- showed excellent racemization activity. When coupled with the lipase, Novozym 435, good biocompatibility was observed, and optically pure aromatic acetate (>99%) was obtained with a high yield.

  利用自制的固体超强酸TiO2 / SO42-作为外消旋催化剂，开发了一种新型高效的仲芳族醇动力学动力学拆分方法（DKR）。低成本且易于生产的TiO2 / SO42-具有出色的消旋活性。当与脂肪酶Novozym 435偶联时，观察到良好的生物相容性，并以高收率获得了光学纯的芳族乙酸酯（> 99％）。值得注意的是，该系统可重复使用10次以上，而收率损失很小或产品的对映体过量（ee）值降低。
• Dynamic kinetic resolution of secondary aromatic alcohols with new efficient acyl donors
  作者：Gang Xu、Yongjun Chen、Jianping Wu、Yongmei Cheng、Lirong Yang

  DOI：10.1016/j.tetasy.2011.06.034

  日期：2011.7

  A new and efficient dynamic kinetic resolution (DKR) process of secondary aromatic alcohols by using long carbon-chain esters as acyl donors has been developed. During the process, the transesterification catalyzed by CD8604 was found to be the main reason for the decrease in enantiomeric excess (ee). Using complex acyl donors, such as 4-chlorophenyl valerate, we could effectively inhibit the resin-catalyzed transesterification, and an excellent ee value (>99%) at high yield (>99%) was achieved. The mechanism for the inhibition of resin-catalyzed transesterification is believed to be the formation of micro-micelles in the pores of CD8604. It is noteworthy that the system can be reused more than 20 times without a loss of yield or ee value. (C) 2011 Elsevier Ltd. All rights reserved.
• Highly efficient dynamic kinetic resolution of secondary aromatic alcohols at low temperature using a low-cost sulfonated sepiolite as racemization catalyst
  作者：Jian-Ping Wu、Xiao Meng、Liang Wang、Gang Xu、Li-Rong Yang

  DOI：10.1016/j.tetlet.2014.07.102

  日期：2014.9

  A highly efficient dynamic kinetic resolution system for secondary aromatic alcohol using low-cost sulfonated sepiolite as a racemization catalyst has been developed. The system operates at 25 °C, achieves good eep (>99%) and substrate conversion ratio (>99%), is applicable to a variety of substrates and can be reused more than 10 times.

  已开发出一种使用低成本磺化海泡石作为外消旋催化剂的仲芳族醇的高效动态动力学拆分系统。该系统在25°C下运行，可实现良好的ee p（> 99％）和基板转换率（> 99％），适用于各种基板，可重复使用10次以上。