(R)-α-methylbenzyl methacrylate | 17199-94-9

• 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)-α-methylbenzyl methacrylate
• 英文别名: (R)-1-phenylethyl methacrylate；[(1R)-1-phenylethyl] 2-methylprop-2-enoate
• CAS: 17199-94-9
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: BQMWZHUIGYNOAL-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  (R)-(+)-1-苯基乙醇 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以97%的产率得到(R)-α-methylbenzyl methacrylate
  参考文献：
  名称：

  基于非手性含Eu的多金属氧酸盐的混合组件的盐响应圆极化发光

  摘要：

  通过静电相互作用的手性阳离子嵌段聚合物和非手性阴离子Eu-POMs的组合显示出盐响应的圆偏振发光，这是由静态耦合和动态耦合引起的。

  DOI：

  10.1039/c7cc01586k

文献信息

• <i>Pseudomonas Cepacia Lipase</i> Catalysed Synthesis of the Chiral Methacrylate Monomers by Kinetic Resolution of the Secondary Alcohols: Effect of the Substrate Structure on Enantioselectivity
  作者：Vilas Athawale、Narendra Manjrekar

  DOI：10.1055/s-2000-6493

  日期：2000.2

  Optically active methacrylate monomers of secondary alcohols have been synthesised using oxime methacrylate as an acylating agent. The type of solvent used for the reaction had a profound effect on the reaction time and enantioselectivity. Various aryl, cyclic and linear secondary alcohols were screened for their structural effect on enantioselectivity. The nature and position of the substituents in the case of aryl carbinols, had a remarkable effect on the conversion and enantioselectivity, whereas, in the case of linear alcohols, the enantioselectivity was influenced by the increase in the chain length.

  使用肟甲基丙烯酸酯作为酰化剂，合成了具有光学活性的次级醇甲基丙烯酸酯单体。反应中所用溶剂的类型对反应时间和对映选择性有深远影响。对多种芳香族、环状和线性次级醇进行了结构对映选择性影响的筛选。在芳香族羟基化合物中，取代基的性质和位置对转化率和对映选择性有显著影响，而在线性醇中，链长的增加影响了对映选择性。
• Lipase-mediated enantioselective acylation of alcohols with functionalized vinyl esters: acyl donor tolerance and applications
  作者：Robert Chênevert、Nicholas Pelchat、Pierre Morin

  DOI：10.1016/j.tetasy.2009.03.027

  日期：2009.6

  Enzymatic acylation is commonly used for the kinetic resolution of alcohols and amines. The simple acyl group introduced during the enzymatic reaction is Usually removed or replaced by another group. Retention of more complex acyl moieties as part of the target structures would be a more efficient strategy. We have studied the enantioselective acylation of a model alcohol substrate, 1-phenylethanol, with vinyl esters bearing various functionality on the acyl moieties in the presence of three lipases (Candida antarctica, Candida rugosa and Burkholderia cepacia) frequently used in organic synthesis. C. antarctica lipase is the most versatile lipase for this type of biotransformations. We applied this strategy to the synthesis of a protein kinase C ligand and a natural product, phoracantholide. (C) 2009 Elsevier Ltd. All rights reserved.
• Kinetic resolution of racemic .alpha.-methylbenzyl methacrylate: asymmetric selective polymerization catalyzed by Grignard reagent-(-)-sparteine derivative complexes
  作者：Yoshio Okamoto、Koichi Suzuki、Tatsuki Kitayama、Heimei Yuki、Hiroyuki Kageyama、Kunio Miki、Nobuo Tanaka、Nobutami Kasai

  DOI：10.1021/ja00381a019

  日期：1982.8
• Induced salt-responsive circularly polarized luminescence of hybrid assemblies based on achiral Eu-containing polyoxometalates
  作者：Nan Shi、Junyan Tan、Xinhua Wan、Yan Guan、Jie Zhang

  DOI：10.1039/c7cc01586k

  日期：——

  Coassemblies of chiral cationic block polymers and achiral anionic Eu-POMs through electrostatic interactions display salt-responsive induced circularly polarized luminescence, which arises from the static coupling and dynamic coupling.

  通过静电相互作用的手性阳离子嵌段聚合物和非手性阴离子Eu-POMs的组合显示出盐响应的圆偏振发光，这是由静态耦合和动态耦合引起的。