ethyl 2-(3-chlorophenyl)-2-hydroxyacetate | 1011488-42-8

• 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: ethyl 2-(3-chlorophenyl)-2-hydroxyacetate
• 英文别名: Ethyl (R)-2-(3-chlorophenyl)-2-hydroxyacetate；ethyl (2R)-2-(3-chlorophenyl)-2-hydroxyacetate
• CAS: 1011488-42-8
• 化学式: C₁₀H₁₁ClO₃
• 分子量: 214.649
• InChiKey: YXRWJRDEXVLHEI-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氯苯甲酰甲酸乙酯 在 C₅₂H₈₉N₂O₁₇⁽¹⁺⁾*CH₃O₃S^(1-) 、 氢气 、 溶剂黄146 作用下， 以 正庚烷 、 甲苯 为溶剂， 30.0 ℃ 、2.0 MPa 条件下， 反应 3.0h， 以99%的产率得到
  参考文献：
  名称：

  A thermoregulated phase-separable chiral Pt nanocatalyst for recyclable asymmetric hydrogenation of α-ketoesters

  摘要：

  α-酮酸酯的不对称氢化反应由可回收的手性铂纳米催化剂系统催化，具有热调节相分离性能。

  DOI：

  10.1039/c7cc00892a

文献信息

• Exploiting Cofactor Versatility to Convert a FAD‐Dependent Baeyer–Villiger Monooxygenase into a Ketoreductase
  作者：Jian Xu、Yongzhen Peng、Zhiguo Wang、Yujing Hu、Jiajie Fan、He Zheng、Xianfu Lin、Qi Wu

  DOI：10.1002/anie.201907606

  日期：2019.10.7

  thereby converting this CHMO into a ketoreductase, which can reduce a range of differently substituted aromatic α-keto esters. The improved, promiscuous reduction activity of the mutant enzyme in comparison to the wild-type enzyme results from a decrease in the distance between the carbonyl moiety of the substrate and the hydrogen atom on N5 of the reduced flavin adenine dinucleotide (FAD) cofactor, as

  环己酮单加氧酶（CHMOs）对天然拜耳-维利格（BV）反应显示出非常高的催化特异性，并且迄今尚未报道过混杂还原反应。不动杆菌属的野生型CHMO。发现NCIMB 9871具有还原芳族α-酮酯的固有的，混杂的能力，但是收率和立体选择性差。结构导向的定点诱变极大地提高了催化羰基还原活性（产率高达99％）和立体选择性（ee高达99％），从而将这种CHMO转化为酮还原酶，可以减少一系列不同取代的芳香族化合物。 α-酮酯。改进后的
• CeCl₃·7H₂O: An Effective Additive in Ru-Catalyzed Enantioselective Hydrogenation of Aromatic α-Ketoesters
  作者：Qinghua Meng、Yanhui Sun、Virginie Ratovelomanana-Vidal、Jean Pierre Genêt、Zhaoguo Zhang

  DOI：10.1021/jo800228e

  日期：2008.5.1

  In the presence of catalytic amounts of CeCl3 center dot 7H(2)O, [RuCl(benzene)(S)-SunPhos]Cl is a highly effective catalyst for the asymmetric hydrogenation of aromatic alpha-ketoesters. A variety of ethyl alpha-hydroxy-alpha-arylacetates have been prepared in up to 98.3% ee with a TON up to 10 000. Challenging aromatic alpha-ketoesters with ortho substituents are also hydrogenated with high enantioselectivities. The addition of CeCl3 center dot 7H(2)O not only improves the enantioselectivity but also enhances the stability of the catalyst. The ratio of CeCl3 center dot 7H(2)O to [RuCl(benzene)(S)-SunPhos]Cl plays an important role in the hydrogenation reaction with a large substrate/catalyst ratio.