methyl hydrogen 2-methylbenzylphosphonate | 867262-54-2

• 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: methyl hydrogen 2-methylbenzylphosphonate
• 英文别名: 2-Methylbenzylphosphonic acid, dimethyl ester；methyl hydrogen (2-methylbenzyl)phosphate；Methoxy-[(2-methylphenyl)methyl]phosphinic acid；methoxy-[(2-methylphenyl)methyl]phosphinic acid
• CAS: 867262-54-2
• 化学式: C₉H₁₃O₃P
• 分子量: 200.174
• InChiKey: MJHBFXJLCSOSQG-UHFFFAOYSA-N

物化性质

• 沸点：
  329.5±45.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl hydrogen 2-methylbenzylphosphonate 在 氯化亚砜 、 氨 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 methyl N-{[1-(2-methoxyphenyl)-4-(3-methoxyphenyl)piperidin-4-yl]carbonyl}-P-(2-methylbenzyl)-phosphonamidate
  参考文献：
  名称：

  EP1736467

  摘要：

  公开号：
• 作为产物：
  描述：

  (2-甲基苄基)膦酸二甲酯 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 3.0h， 生成 methyl hydrogen 2-methylbenzylphosphonate
  参考文献：
  名称：

  Palladium(II)-Catalyzed Ortho-Arylation of Benzylic Phosphonic Monoesters Using Potassium Aryltrifluoroborates

  摘要：

  The new monophosphonic acid directing group was successfully utilized in the Pd (II)-catalyzed orthoarylation of benzylic phosphonic monoesters using potassium aryltrifluoroborates. A wide range of benzylic phosphonic monoesters underwent clean ortho-arylation in high yields, and excellent functional group tolerance was also observed.

  DOI：

  10.1021/jo401716p

文献信息

• Arylmethylphosphonates and phosphonic acids useful as anti-inflammatory
  申请人：The Upjohn Company

  公开号：US05500417A1

  公开（公告）日：1996-03-19

  This invention provides a new use of acids, esters, and salts of arylmethylphosphonates of Formula I, ##STR1## or phosphonic acid derivatives of Formula II ##STR2## as anti-inflammatory and anti-arthritic agents. Representative compounds include 4-dodecyloxybenzylphosphonic acid dimethyl ester, (2-naphthalenylmethyl)phosphonic acid dimethyl ester, and ([1,1 '-biphenyl]-2-ylmethyl)phosphonic acid dimethyl ester. The invention also provides novel acids, esters, and salts of arylmethylphosphonic acid, phosphonic acid and derivatives.

  这项发明提供了芳基甲基膦酸酯和盐的新用途，其化学式为I，或者磷酸衍生物的化学式II，作为抗炎和抗关节炎药物。代表性化合物包括4-十二烷氧基苄膦酸二甲酯，(2-萘基甲基)膦酸二甲酯，以及([1,1'-联苯]-2-基甲基)膦酸二甲酯。该发明还提供了芳基甲基膦酸、膦酸及其衍生物的新型酸、酯和盐。
• Palladium(II)-Catalyzed <i>ortho</i>-Olefination of Benzylic Phosphonic Monoesters
  作者：Xiangjian Meng、Sunggak Kim

  DOI：10.1021/ol400565r

  日期：2013.4.19

  The new monophosphonic acid directing group is successfully utilized in the Pd(II)-catalyzed ortho-olefination of benzylic phosphonic monoesters and offers further development of other phosphoryl-related directing groups in the transition-metal-catalyzed C-H activations.
• <i>ortho</i>-Acetoxylation of Phosphonic and Phosphoric Monoacids via Pd(II) Catalysis
  作者：Li Yan Chan、Xiangjian Meng、Sunggak Kim

  DOI：10.1021/jo4011188

  日期：2013.9.6

  A simple and efficient method is developed for Pd-catalyzed ortho-acetoxylation using organophosphates, namely, benzylic phosphonic and aryl phosphoric monoacids, as the directing group.
• Palladium(II)-Catalyzed Ortho-Arylation of Benzylic Phosphonic Monoesters Using Potassium Aryltrifluoroborates
  作者：Xiangjian Meng、Sunggak Kim

  DOI：10.1021/jo401716p

  日期：2013.11.15

  The new monophosphonic acid directing group was successfully utilized in the Pd (II)-catalyzed orthoarylation of benzylic phosphonic monoesters using potassium aryltrifluoroborates. A wide range of benzylic phosphonic monoesters underwent clean ortho-arylation in high yields, and excellent functional group tolerance was also observed.
• EP1736467
  申请人：——

  公开号：——

  公开（公告）日：——