(R)-ethyl 3-(2-hydroxyphenoxy)propanoate

• 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)-ethyl 3-(2-hydroxyphenoxy)propanoate
• 英文别名: ethyl (2R)-2-(3-hydroxyphenoxy)propanoate
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: LUDNSXYVHXHLMX-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (R, S)-ethyl 3-(2-hydroxyphenoxy)propanoate 在 lyophilized mycelium of Aspergillus oryzae WZ₀₀₇ 作用下， 以 aq. phosphate buffer 为溶剂， 以40.2%的产率得到
  参考文献：
  名称：

  Resolution of (R, S)-ethyl-2-(4-hydroxyphenoxy) propanoate using lyophilized mycelium of Aspergillus oryzae WZ007

  摘要：

  The mycelium of Aspergillus oryzae WZ007 was successfully developed to kinetic resolution of (R, S)-ethyl-2-(4-hydroxyphenoxy) propanoate ((R, S)-EHPP) for production of (R)-ethyl-2-(4-hydroxyphenoxy) propanoate ((R)-EHPP). The key biocatalytic process parameters (pH, temperature, rotation speed and substrate concentration) were optimized. Under the optimum conditions, the optical purity of (R)-EHPP was improved up to >99% when the conversion was above 49%. A. oryzae WZ007 whole-cell lipase exhibited high reaction capacity, enantioselectivity and good reusability. The tolerable substrate concentration was 0.5 mol/L, and dry mycelium of A. oryzae WZ007 maintains over 80% of its initial activity after eight repeating cycles. Therefore the enzymatic preparation of (R)-EHPP route was suitable for industrial application. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2013.07.016