1-(2-naphthyl)ethylphosphonic acid | 478490-59-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(2-naphthyl)ethylphosphonic acid
• 英文别名: [1-(Naphthalen-2-yl)ethyl]phosphonic acid；1-naphthalen-2-ylethylphosphonic acid
• CAS: 478490-59-4
• 化学式: C₁₂H₁₃O₃P
• 分子量: 236.207
• InChiKey: BEIBOGJDGMTXTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(naphthalen-2-yl)vinylphosphonic acid 在 palladium on activated charcoal 甲酸铵 作用下， 以 水 为溶剂， 反应 4.0h， 以69%的产率得到1-(2-naphthyl)ethylphosphonic acid
  参考文献：
  名称：

  摘要：

  A convenient and inexpensive general preparation method for 1-arylethylphosphonic acids and their esters was developed involving in reduction of the corresponding 1-ethenylphosphonates by ammonium formate in the presence of palladium on carbon. A homogeneous enantioselective hydrogenation of 1-arylethenylphosphonic acids in the presence of chiral ruthenium catalysts provided optically active 1-arylethylphosphonic acids of enantiomeric purity up to 86%. The preliminary data on biological activity testing of the 1-arylethylphosphoic acids synthesized evidence that some among the compounds obtained are low-toxic substances with the properties of immunosuppressors of the central type of action.

  DOI：

  10.1023/a:1016511609369

文献信息

• Novel phosphonic acid compounds as inhibitors of serine proteases
  申请人：Greco Michael N.

  公开号：US20090131671A1

  公开（公告）日：2009-05-21

  The present invention is directed to phosphonic acid compounds useful as serine protease inhibitors, compositions thereof and methods for treating inflammatory and serine protease mediated disorders.
• ——
  作者：N. S. Gulyukina、T. M. Dolgina、G. N. Bondarenko、I. P. Beletskaya、N. A. Bondarenko、J. -C. Henry、D. Lavergne、V. Ratovelomanana-Vidal、J. -P. Genet

  DOI：10.1023/a:1016511609369

  日期：——

  A convenient and inexpensive general preparation method for 1-arylethylphosphonic acids and their esters was developed involving in reduction of the corresponding 1-ethenylphosphonates by ammonium formate in the presence of palladium on carbon. A homogeneous enantioselective hydrogenation of 1-arylethenylphosphonic acids in the presence of chiral ruthenium catalysts provided optically active 1-arylethylphosphonic acids of enantiomeric purity up to 86%. The preliminary data on biological activity testing of the 1-arylethylphosphoic acids synthesized evidence that some among the compounds obtained are low-toxic substances with the properties of immunosuppressors of the central type of action.