5-Biphenyl-2-yl-3-oxo-pentanoic acid ethyl ester | 452912-89-9

• 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: 5-Biphenyl-2-yl-3-oxo-pentanoic acid ethyl ester
• 英文别名: Ethyl 3-oxo-5-(2-phenylphenyl)pentanoate；ethyl 3-oxo-5-(2-phenylphenyl)pentanoate
• CAS: 452912-89-9
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: CLSGPSYIRLTJHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Biphenyl-2-yl-3-oxo-pentanoic acid ethyl ester 在 copper(l) iodide 、 Pd(AsPh₂)2 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 生成
  参考文献：
  名称：

  Aromatic farnesyl diphosphate analogues

  摘要：

  A stereocontrolled vinyl triflate-based synthetic route has been used to prepare four analogues of farnesyl diphosphate (FPP) where the terminal isoprene units have been replaced with aromatic moieties. Two of these analogues exhibit no productive interaction with protein farnesyltransferase, but the 2-naphthyl derivative 2 is a modest inhibitor of the enzyme, and the para-biphenyl derivative 4 is a surprisingly effective alternative substrate. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00187-7
• 作为产物：
  描述：

  2-苯基溴化甲基苯 、 乙酰乙酸乙酯 以 四氢呋喃 为溶剂， 以93%的产率得到5-Biphenyl-2-yl-3-oxo-pentanoic acid ethyl ester
  参考文献：
  名称：

  Aromatic farnesyl diphosphate analogues

  摘要：

  A stereocontrolled vinyl triflate-based synthetic route has been used to prepare four analogues of farnesyl diphosphate (FPP) where the terminal isoprene units have been replaced with aromatic moieties. Two of these analogues exhibit no productive interaction with protein farnesyltransferase, but the 2-naphthyl derivative 2 is a modest inhibitor of the enzyme, and the para-biphenyl derivative 4 is a surprisingly effective alternative substrate. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00187-7

文献信息

• Aromatic farnesyl diphosphate analogues
  作者：Chunmei Zhou、Ying Shao、Richard A. Gibbs

  DOI：10.1016/s0960-894x(02)00187-7

  日期：2002.5

  A stereocontrolled vinyl triflate-based synthetic route has been used to prepare four analogues of farnesyl diphosphate (FPP) where the terminal isoprene units have been replaced with aromatic moieties. Two of these analogues exhibit no productive interaction with protein farnesyltransferase, but the 2-naphthyl derivative 2 is a modest inhibitor of the enzyme, and the para-biphenyl derivative 4 is a surprisingly effective alternative substrate. (C) 2002 Elsevier Science Ltd. All rights reserved.