1-Dimethoxyphosphoryl-2-(4-fluorophenyl)ethanone | 87600-57-5

• 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: 1-Dimethoxyphosphoryl-2-(4-fluorophenyl)ethanone
• CAS: 87600-57-5
• 化学式: C₁₀H₁₂FO₄P
• 分子量: 246.175
• InChiKey: GHHQNZNKMNARQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-Dimethoxyphosphoryl-2-(4-fluorophenyl)ethanone 在 吡啶 、 盐酸羟胺 、 铁粉 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 6.0h， 生成 (E)-dimethyl [1-acetylamino-2-(4-fluorophenyl)vinyl]-phosphonate
  参考文献：
  名称：

  A practical access to α-phosphonoenamides

  摘要：

  Reaction of alpha-oximinophosphonates first with acetic anhydride then with iron powder and acetic acid at 50-60 degreesC results in the clean formation of an E-Z mixture of alpha-phosphonoenacetamides. which are immediate precursors to alpha-ammophosphonic acids. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01254-2
• 作为产物：
  描述：

  4-氟苯乙酸 在 草酰氯 作用下， 反应 1.0h， 生成 1-Dimethoxyphosphoryl-2-(4-fluorophenyl)ethanone
  参考文献：
  名称：

  单齿亚磷酰胺 的Rh（i）配合物催化α-或β-酰氧基α，β-不饱和膦酸酯的不对称氢化† ‡

  摘要：

  已经公开了带有伯胺部分（DpenPhos）的单齿亚磷酰胺的Rh（I）配合物对于多种α-或β-酰氧基α，β-不饱和膦酸酯的不对称氢化非常有效，从而提供了相应的生物学作用。重要的具有出色对映选择性（90-> 99％ee）的手性α-或β-羟基膦酸衍生物。

  DOI：

  10.1039/c1ob06835k

文献信息

• Highly Enantioselective Synthesis of α-Hydroxy Phosphonic Acid Derivatives by Rh-Catalyzed Asymmetric Hydrogenation with Phosphine–Phosphoramidite Ligands
  作者：Dao-Yong Wang、Xiang-Ping Hu、Jia-Di Huang、Jun Deng、Sai-Bo Yu、Zheng-Chao Duan、Xue-Feng Xu、Zhuo Zheng

  DOI：10.1002/anie.200702924

  日期：2007.10.15
• Organocatalyzed asymmetric Michael reaction of β-aryl-α-ketophosphonates and nitroalkenes
  作者：Jie Guang、John Cong-Gui Zhao

  DOI：10.1016/j.tetlet.2013.08.015

  日期：2013.10

  The first enantioselective Michael reaction of beta-aryl-alpha-ketophosphonates and nitroalkenes has been realized by using a new bifunctional Takemoto-type thiourea catalyst. The primary Michael adducts obtained were converted in situ to the corresponding amides through the aminolysis. High yields, excellent diaste-reoselectivities (>95:5 dr), and good enantioselectivities (up to 81% ee) have been achieved for the corresponding oc,13-disubstituted gamma-nitroamides. This reaction again demonstrated that alpha-ketophosphonates are interesting pronucleophiles that can be used as amide surrogates in organocatalyzed reactions. (C) 2013 Elsevier Ltd. All rights reserved.
• Asymmetric hydrogenation of α- or β-acyloxy α,β-unsaturated phosphonates catalyzed by a Rh(i) complex of monodentate phosphoramidite
  作者：Jinzhu Zhang、Kaiwu Dong、Zheng Wang、Kuiling Ding

  DOI：10.1039/c1ob06835k

  日期：——

  The Rh(I) complex of a monodentate phosphoramidite bearing a primary amine moiety (DpenPhos) has been disclosed to be highly efficient for the asymmetric hydrogenation of a variety of α- or β-acyloxy α,β-unsaturated phosphonates, providing the corresponding biologically important chiral α- or β-hydroxy phosphonic acid derivatives with excellent enantioselectivities (90–>99% ee).

  已经公开了带有伯胺部分（DpenPhos）的单齿亚磷酰胺的Rh（I）配合物对于多种α-或β-酰氧基α，β-不饱和膦酸酯的不对称氢化非常有效，从而提供了相应的生物学作用。重要的具有出色对映选择性（90-> 99％ee）的手性α-或β-羟基膦酸衍生物。
• A practical access to α-phosphonoenamides
  作者：Béatrice Quiclet-Sire、Samir Z Zard、Haiwen Zhang

  DOI：10.1016/s0022-328x(01)01254-2

  日期：2002.2

  Reaction of alpha-oximinophosphonates first with acetic anhydride then with iron powder and acetic acid at 50-60 degreesC results in the clean formation of an E-Z mixture of alpha-phosphonoenacetamides. which are immediate precursors to alpha-ammophosphonic acids. (C) 2002 Elsevier Science B.V. All rights reserved.