dimethyl (E)-(S)-[2-(2-fluorobenzoyloxy)-4-phenylbut-3-enyl]phosphonate | 1239972-37-2

• 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: dimethyl (E)-(S)-[2-(2-fluorobenzoyloxy)-4-phenylbut-3-enyl]phosphonate
• 英文别名: [(E,2S)-1-dimethoxyphosphoryl-4-phenylbut-3-en-2-yl] 2-fluorobenzoate
• CAS: 1239972-37-2
• 化学式: C₁₉H₂₀FO₅P
• 分子量: 378.337
• InChiKey: ZNZNQKSBSXODMB-DBTPVHCXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl (E)-(2-hydroxy-4-phenylbut-3-enyl)phosphonate 、 邻氟苯甲酰氯 在 copper(II) bis(trifluoromethanesulfonate) 、 potassium carbonate 、 (R,R)-2,2'-异亚丙基双(4-苯基-2-恶唑啉) 作用下， 以 二氯甲烷 为溶剂， 生成 dimethyl (E)-(R)-(2-hydroxy-4-phenylbut-3-enyl)phosphonate 、 dimethyl (E)-(S)-(2-hydroxy-4-phenylbut-3-enyl)phosphonate 、 dimethyl (E)-(S)-[2-(2-fluorobenzoyloxy)-4-phenylbut-3-enyl]phosphonate 、 dimethyl (E)-(R)-[2-(2-fluorobenzoyloxy)-4-phenylbut-3-enyl]phosphonate
  参考文献：
  名称：

  Nonenzymatic kinetic resolution of racemic β-hydroxyalkanephosphonates with a chiral copper catalyst

  摘要：

  Kinetic resolution of beta-hydroxyalkanephosphonates was efficiently performed by 2-fluorobenzoylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst with good s value of up to 21 (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.059

文献信息

• Nonenzymatic kinetic resolution of racemic β-hydroxyalkanephosphonates with a chiral copper catalyst
  作者：Atsushi Moriyama、Shintaro Matsumura、Masami Kuriyama、Osamu Onomura

  DOI：10.1016/j.tetasy.2010.04.059

  日期：2010.4

  Kinetic resolution of beta-hydroxyalkanephosphonates was efficiently performed by 2-fluorobenzoylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst with good s value of up to 21 (C) 2010 Elsevier Ltd. All rights reserved.