(5S) ethyl δ-chloroacetyloxy-δ-(p-methoxyphenyl)-β-oxo-pentanoate | 848900-90-3

• 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: (5S) ethyl δ-chloroacetyloxy-δ-(p-methoxyphenyl)-β-oxo-pentanoate
• 英文别名: ethyl (5S)-5-(2-chloroacetyl)oxy-5-(4-methoxyphenyl)-3-oxopentanoate
• CAS: 848900-90-3
• 化学式: C₁₆H₁₉ClO₆
• 分子量: 342.776
• InChiKey: NDOKHGTUODUKOA-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (5S) ethyl δ-chloroacetyloxy-δ-(p-methoxyphenyl)-β-oxo-pentanoate 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (5S) ethyl δ-hydroxy-δ-(p-methoxylphenyl)-β-oxo-pentanoate
  参考文献：
  名称：

  Candida Rugosa lipase-catalyzed kinetic resolution of β-hydroxy-β-arylpropionates and δ-hydroxy-δ-aryl-β-oxo-pentanoates

  摘要：

  A simple and convenient method was reported for the preparation of optically active beta-hydroxy-beta-arylpropionates, delta-hydroxy-delta-aryl-beta-oxo-pentanoates and their butyryl derivatives via CRL-catalyzed hydrolysis. The optically active products are potential precursors of some chiral pharmaceuticals and natural products. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.12.059
• 作为产物：
  描述：

  ethyl 5-hydroxy-5-(4-methoxyphenyl)-3-oxopentanoate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 magnesium chloride 、 磷脂酶B 作用下， 以 二氯甲烷 、 正丁醇 、 苯 为溶剂， 反应 12.0h， 生成 (5S) ethyl δ-chloroacetyloxy-δ-(p-methoxyphenyl)-β-oxo-pentanoate
  参考文献：
  名称：

  Candida Rugosa lipase-catalyzed kinetic resolution of β-hydroxy-β-arylpropionates and δ-hydroxy-δ-aryl-β-oxo-pentanoates

  摘要：

  A simple and convenient method was reported for the preparation of optically active beta-hydroxy-beta-arylpropionates, delta-hydroxy-delta-aryl-beta-oxo-pentanoates and their butyryl derivatives via CRL-catalyzed hydrolysis. The optically active products are potential precursors of some chiral pharmaceuticals and natural products. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.12.059

文献信息

• Candida Rugosa lipase-catalyzed kinetic resolution of β-hydroxy-β-arylpropionates and δ-hydroxy-δ-aryl-β-oxo-pentanoates
  作者：Chengfu Xu、Chengye Yuan

  DOI：10.1016/j.tet.2004.12.059

  日期：2005.2

  A simple and convenient method was reported for the preparation of optically active beta-hydroxy-beta-arylpropionates, delta-hydroxy-delta-aryl-beta-oxo-pentanoates and their butyryl derivatives via CRL-catalyzed hydrolysis. The optically active products are potential precursors of some chiral pharmaceuticals and natural products. (C) 2005 Elsevier Ltd. All rights reserved.