(R)-3-(3-chlorophenyl)butan-2-one | 1173092-38-0

• 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)-3-(3-chlorophenyl)butan-2-one
• 英文别名: (3R)-3-(3-chlorophenyl)butan-2-one
• CAS: 1173092-38-0
• 化学式: C₁₀H₁₁ClO
• 分子量: 182.65
• InChiKey: HSNZRSBKNMTPHB-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-(3-氯苯基)-2-丁酮 在 D-葡萄糖-6-磷酸 、 Leuconostoc mesenteroides glucose-6-phosphate dehydrogenase 、 Thermobifida fusca recombinant phenylacetone monooxygenase 、 NADPH 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 (S)-3-(3-chlorophenyl)butan-2-one 、 (R)-3-(3-chlorophenyl)butan-2-one 、 (S)-1-(3-chlorophenyl)ethyl acetate
  参考文献：
  名称：

  Baeyer–Villiger monooxygenase-catalyzed kinetic resolution of racemic α-alkyl benzyl ketones: enzymatic synthesis of α-alkyl benzylketones and α-alkyl benzylesters

  摘要：

  The application of three BVMOs for the enantioselective oxidation of 3-phenylbutan-2-ones with different substituents in the aromatic moiety is described. By choosing the appropriate biocatalyst and substrate combination, chiral ketones and esters can be obtained with excellent enantiopurities. This methodology could also be applied to the resolution of racemic alpha-alkyl benzylketones with longer alkyl chains as well as with two substituted alpha-substituted benzylacetones. A kinetic analysis revealed that the BVMOs studied effectively convert all tested compounds showing that the enzymes are tolerant towards the substrate structure while being highly enantioselective. These properties render BVMOs as valuable biocatalysts for the preparation of compounds with high interest in organic synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.03.018

文献信息

• METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBOXYLIC ACID ESTER
  申请人：Shiina Isamu

  公开号：US20140135520A1

  公开（公告）日：2014-05-15

  A method that manufacturers an optically active carboxylic acid ester at high yield and high enantioselectivity is provided. An optically active carboxylic acid ester is manufactured at high yield and high enantioselectivity by reacting a racemic carboxylic acid and a specific alcohol or phenol derivatives in a polar solvent having a dipole moment of 3.0 or higher in the presence of an acid anhydride and an asymmetric catalyst, esterifying one enantiomer of the racemic carboxylic acid at high selectivity, and increasing the amount of esterified carboxylic acid by racemizing the optically active carboxylic acid which is the other enantiomer not used in esterification.
• US9315442B2
  申请人：——

  公开号：US9315442B2

  公开（公告）日：2016-04-19