dimethyl (2-oxo-2-(o-tolyl)ethyl)phosphonate | 1239972-12-3

• 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: dimethyl (2-oxo-2-(o-tolyl)ethyl)phosphonate
• 英文别名: dimethyl [2-hydroxy-2-(2-methylphenyl)ethyl]phosphonate；2-Dimethoxyphosphoryl-1-(2-methylphenyl)ethanol
• CAS: 1239972-12-3
• 化学式: C₁₁H₁₇O₄P
• 分子量: 244.227
• InChiKey: JLPLCTZTOFDVAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl (2-oxo-2-(o-tolyl)ethyl)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 [2-hydroxy-2-(2-methylphenyl)ethyl]phosphonate 、 dimethyl [2-hydroxy-2-(2-methylphenyl)ethyl]phosphonate 、 dimethyl (S)-[2-(2-fluorobenzoyloxy)-2-(2-methylphenyl)ethyl]phosphonate 、 dimethyl (R)-[2-(2-fluorobenzoyloxy)-2-(2-methylphenyl)ethyl]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
• 作为产物：
  描述：

  2-甲基苯乙烯 、 亚磷酸二甲酯 在 manganese triacetate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以66%的产率得到dimethyl (2-oxo-2-(o-tolyl)ethyl)phosphonate
  参考文献：
  名称：

  Phosphinoyl radical-initiated vicinal hydroxy-phosphorylation of alkenes

  摘要：

  A protocol of Mn(OAc)(3)-mediated alpha,beta-hydroxy-phosphorylation of alkenes with phosphorus-centered radicals generated from diphenylphosphine oxide is described. A combination of steric and electronic factors played an important role in this reaction. The reactions of styrenes bearing ortho-substituent gave the selective beta-hydroxyphosphine oxide products. (C) 2019 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2019.130683

文献信息

• Phosphinoyl radical-initiated vicinal hydroxy-phosphorylation of alkenes
  作者：Adedamola Shoberu、Shuai-Shuai Li、Guo-Yu Zhang、Da-Peng Li、Jian-Ping Zou

  DOI：10.1016/j.tet.2019.130683

  日期：2019.11

  A protocol of Mn(OAc)(3)-mediated alpha,beta-hydroxy-phosphorylation of alkenes with phosphorus-centered radicals generated from diphenylphosphine oxide is described. A combination of steric and electronic factors played an important role in this reaction. The reactions of styrenes bearing ortho-substituent gave the selective beta-hydroxyphosphine oxide products. (C) 2019 Published by Elsevier Ltd.
• 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.