(R,S)-2-(4-Chloro-2,6-dimethylphenoxy)butanoic acid | 206363-57-7

• 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,S)-2-(4-Chloro-2,6-dimethylphenoxy)butanoic acid
• 英文别名: 2-(4-Chloro-2,6-dimethylphenoxy)butanoic acid
• CAS: 206363-57-7
• 化学式: C₁₂H₁₅ClO₃
• 分子量: 242.702
• InChiKey: DDUVTQBNVNJXNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R,S)-2-(4-Chloro-2,6-dimethylphenoxy)butanoic acid 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-(4-Chloro-2,6-dimethyl-phenoxy)-butyryl chloride
  参考文献：
  名称：

  Direct resolution of α-monoalkyl-α-aryloxyacetic acids via ester or imide derivatives

  摘要：

  This paper describes a simple procedure for the resolution of racemic alpha-monoalkyl alpha-aryloxyacetic acids, using the chromatographic separation of their covalent derivatives. (R)-Ethyl mandelate, (R)-pantolactone and (S)-4-(1-methylethyl)-2-oxazolidinone are the resolving agents involved in the formation of equimolecular diastereomeric mixtures of esters or imides. Chromatograpkic resolutions were performed by means of gas chromatography (GC), thin-layer chromatography (TLC) and flash chromatography. Successive hydrolysis of separated diastereomers provided optically pure aryloxyacetic acids. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00010-4
• 作为产物：
  描述：

  2-(4-Chloro-2,6-dimethyl-phenoxy)-butyric acid ethyl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 (R,S)-2-(4-Chloro-2,6-dimethylphenoxy)butanoic acid
  参考文献：
  名称：

  Carboxylic acids and skeletal muscle chloride channel conductance: effects on the biological activity induced by the introduction of methyl groups on the aromatic ring of chiral α-(4-chloro-phenoxy)alkanoic acids

  摘要：

  One or two methyl groups have been introduced on the aromatic ring of two chiral clofibric acid analogs, 2-(4-chloro-phenoxy)propanoic and 2-(4-chloro-phenoxy)butanoic acids. The biological activity of the derivatives obtained (3-6) has been evaluated on the skeletal muscle chloride conductance (gCl). The results confirm the hypothesis of two different sites modulating chloride channel function, an excitatory site that increases channel activity and an inhibitory site that produces a channel block. In fact, this chemical modification strongly reduces the blocking activity of the (R)-and (S)-enantiomers in comparison with the parent compounds, but does not markedly affect the ability of the (R)-enantiomers to increase chloride channel conductance. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01041-2