methyl 4-(4-nitrophenyl)-2-oxohexanoate | 1329428-36-5

• 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: methyl 4-(4-nitrophenyl)-2-oxohexanoate
• 英文别名: Methyl 4-(4-nitrophenyl)-2-oxohexanoate
• CAS: 1329428-36-5
• 化学式: C₁₃H₁₅NO₅
• 分子量: 265.266
• InChiKey: JFJZNUFSDHCCPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Methyl 4-(4-nitrophenyl)-2-oxobut-3-enoate 、 diethylzinc 在 tetrakis(acetonitrile)copper(I) perchlorate 、 C₄₈H₅₀N₂O₄P₂ 、 水 、 氯化铵 作用下， 以 甲苯 、 正己烷 为溶剂， 反应 2.08h， 以96%的产率得到methyl 4-(4-nitrophenyl)-2-oxohexanoate
  参考文献：
  名称：

  Enantioselective synthesis of chiral γ-aryl α-keto ester by copper-catalyzed 1,4-conjugate addition using D2-symmetric biphenyl phosphoramidite ligand

  摘要：

  Cu-catalyzed enantioselective 1,4-conjugate addition of beta,gamma-unsaturated a-keto ester compound was carried out to afford chiral gamma-substituted gamma-aryl alpha-keto ester, which could be conveniently converted to the potential skeleton of new Pril drugs. Up to 81% ee and 99% yield were afforded for the 1,4-conjugate addition using D-2-symmetric biphenyl phosphoramidite ligand. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.059

文献信息

• Enantioselective synthesis of chiral γ-aryl α-keto ester by copper-catalyzed 1,4-conjugate addition using D2-symmetric biphenyl phosphoramidite ligand
  作者：Bo Yang、Fang Xie、Han Yu、Kaiji Shen、Zhenni Ma、Wanbin Zhang

  DOI：10.1016/j.tet.2011.06.059

  日期：2011.8

  Cu-catalyzed enantioselective 1,4-conjugate addition of beta,gamma-unsaturated a-keto ester compound was carried out to afford chiral gamma-substituted gamma-aryl alpha-keto ester, which could be conveniently converted to the potential skeleton of new Pril drugs. Up to 81% ee and 99% yield were afforded for the 1,4-conjugate addition using D-2-symmetric biphenyl phosphoramidite ligand. (C) 2011 Elsevier Ltd. All rights reserved.