R(+)-2-(p-chlorophenoxy)valeric acid

• 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(+)-2-(p-chlorophenoxy)valeric acid
• 英文别名: (2R)-2-(4-chlorophenoxy)pentanoic acid
• 化学式: C₁₁H₁₃ClO₃
• 分子量: 228.675
• InChiKey: CBGZZDWFWLXZEU-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  (S)-3-[(R)-2-(4-Chloro-phenoxy)-pentanoyl]-4-isopropyl-oxazolidin-2-one 在 lithium hydroxide 、 水 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到R(+)-2-(p-chlorophenoxy)valeric acid
  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

文献信息

• Noya; Ferorelli; Franchini, Il Farmaco, 1996, vol. 51, # 4, p. 293 - 296
  作者：Noya、Ferorelli、Franchini、Scilimati、Sinicropi、Tortorella

  DOI：——

  日期：——
• Direct resolution of α-monoalkyl-α-aryloxyacetic acids via ester or imide derivatives
  作者：Rosa Amoroso、Giancarlo Bettoni、Maria Luisa Tricca、Fulvio Loiodice、Savina Ferorelli

  DOI：10.1016/s0014-827x(97)00010-4

  日期：1998.1

  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.