(S)-2,4-dihydroxybutyl 4-hydroxybenzoate | 877667-63-5

• 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: (S)-2,4-dihydroxybutyl 4-hydroxybenzoate
• 英文别名: (S)-2,4-dihydroxy-1-butyl 4-hydroxybenzoate；(2S)-2,4-Dihydroxybutyl 4-hydroxybenzoate；[(2S)-2,4-dihydroxybutyl] 4-hydroxybenzoate
• CAS: 877667-63-5
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: KDEZAOWPHZMVED-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-hydroxybenzoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.33h， 以50%的产率得到(S)-2,4-dihydroxybutyl 4-hydroxybenzoate
  参考文献：
  名称：

  The total synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxyl) benzoate

  摘要：

  This study is the first synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxy) benzoate, a newly discovered natural product with anti-tumor properties from the fungus, Penicillium auratiogriseum. The key steps are a 1,3 diol protection followed by the coupling of p-anisic acid to the protected alcohol and subsequent de-protection steps. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.016

文献信息

• A convenient synthesis of the enantiomerically pure (<i>S</i>)-2,4-dihydroxybutyl-4-hydroxybenzoate using hydrolytic kinetic resolution
  作者：Namita A. More、Nitin L. Jadhao、Dinesh R. Garud、Jayant M. Gajbhiye

  DOI：10.1080/00397911.2018.1484486

  日期：2018.8.18

  Abstract (S)-2,4-Dihydroxybutyl-4-hydroxybenzoate was prepared in an extremely simple and practical way with high enantiomeric excess (99% ee) using Jacobsen’s Hydrolytic Kinetic Resolution technique as a key step and source of chirality. Graphical Abstract

  摘要 使用 Jacobsen 的水解动力学拆分技术作为关键步骤和手性来源，以极其简单实用的方法制备 (S)-2,4-二羟基丁基-4-羟基苯甲酸酯，对映体过量 (99% ee)。图形概要
• The total synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxyl) benzoate
  作者：Joel Seagren、Atanas Radkov、Samuel David

  DOI：10.1016/j.tetlet.2009.04.016

  日期：2009.7

  This study is the first synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxy) benzoate, a newly discovered natural product with anti-tumor properties from the fungus, Penicillium auratiogriseum. The key steps are a 1,3 diol protection followed by the coupling of p-anisic acid to the protected alcohol and subsequent de-protection steps. (C) 2009 Elsevier Ltd. All rights reserved.