2-(2-Methyl-benzyloxymethyl)-oxirane | 104553-34-6

• 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: 2-(2-Methyl-benzyloxymethyl)-oxirane
• 英文别名: 2-[(2-methylphenyl)methoxymethyl]oxirane
• CAS: 104553-34-6
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: HGESJUBJGNWTMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-Methyl-benzyloxymethyl)-oxirane 在 Agromyces mediolanus ZJB₁₂₀₂₀₃ epoxide hydrolase 作用下， 以91.1%的产率得到
  参考文献：
  名称：

  A novel enantioselective epoxide hydrolase from Agromyces mediolanus ZJB120203: Cloning, characterization and application

  摘要：

  A new strain Agromyces mediolanus ZJB120203, capable of enantioselective epoxide hydrolase (EH) activity was isolated employing a newly established colorimetric screening and chiral GC analysis method. The partial nucleotide sequence of an epoxide hydrolase (AmEH) gene from A. mediolanus ZJB120203 was obtained by PCR using degenerate primers designed based on the conserved domains of EHs. Subsequently, an open reading frame containing 1167 bp and encoding 388 amino acids polypeptide were identified. Expression of AmEH was carried out in Escherichia coli and purification was performed by Nickel-affinity chromatography. The purified AmEH had a molecular weight of 43 kDa and showed its optimum pH and temperature at 8.0 and 35 degrees C, respectively. Moreover, this AmEH showed broad substrates specificity toward epoxides. In this study, it is demonstrated that the AmEH could unusually catalyze the hydrolysis of (R)-ECH to produce enantio pure (S)-ECH. Enantiopure (S)-ECH could be obtained with enantiomeric excess (ee) of > 99% and yield of 21.5% from 64 mM (R,S)-ECH. It is indicated that AmEH from A. mediolanus is an attractive biocatalyst for the efficient preparation of optically active ECH. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.procbio.2014.01.003

文献信息

• Tetra-Coordinated Boron-Functionalized Phenanthroimidazole-Based Zinc Salen as a Photocatalyst for the Cycloaddition of CO₂ and Epoxides
  作者：Prakash Nayak、Anna Chandrasekar Murali、Pradeep Kumar Pal、U. Deva Priyakumar、Vadapalli Chandrasekhar、Krishnan Venkatasubbaiah

  DOI：10.1021/acs.inorgchem.2c02693

  日期：2022.9.19

  A unique B–N coordinated phenanthroimidazole-based zinc salen was synthesized. The zinc salen thus synthesized acts as a photocatalyst for the cycloaddition of carbon dioxide with terminal epoxides under ambient conditions. DFT study of the cycloaddition of carbon dioxide with terminal epoxide indicates the preference of the reaction pathway when photocatalyzed by zinc salen. We anticipate that this

  合成了一种独特的 B-N 配位菲咪唑基锌沙仑。由此合成的锌salen充当光催化剂，用于在环境条件下将二氧化碳与末端环氧化物环加成。二氧化碳与末端环氧化物的环加成反应的 DFT 研究表明，当由锌salen 光催化时，反应途径的优先性。我们预计该策略将有助于设计用于固定 CO 2的新光催化剂。