[(Benzhydryl-amino)-(4-chloro-phenyl)-methyl]-phosphonic acid diethyl ester | 359414-53-2

• 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: [(Benzhydryl-amino)-(4-chloro-phenyl)-methyl]-phosphonic acid diethyl ester
• 英文别名: N-[(4-chlorophenyl)-diethoxyphosphorylmethyl]-1,1-diphenylmethanamine
• CAS: 359414-53-2
• 化学式: C₂₄H₂₇ClNO₃P
• 分子量: 443.91
• InChiKey: TZSGNEIBQYWGJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(Benzhydryl-amino)-(4-chloro-phenyl)-methyl]-phosphonic acid diethyl ester 在 盐酸 作用下， 反应 4.0h， 生成 [amino-(4-chlorophenyl)methyl]phosphonic acid
  参考文献：
  名称：

  Inhibitors of phenylalanine ammonia-lyase: 1-aminobenzylphosphonic acids substituted in the benzene ring

  摘要：

  Dextrorotatory 1-amino-3',4'-dichlorobenzylphosphonic acid was found to be a potent inhibitor of the plant enzyme phenylalanine ammonia-lyase both in vitro and in vivo from among the ring-substituted 1-aminobenzylphosphonic acids and other analogues of phenylglycine. A structure activity relationship analysis of the results obtained permits predictions on the geometry of the pocket of the enzyme and is a basis in the strategy of better inhibitor synthesis. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(01)00425-3
• 作为产物：
  描述：

  二苯甲胺 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 [(Benzhydryl-amino)-(4-chloro-phenyl)-methyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Inhibitors of phenylalanine ammonia-lyase: 1-aminobenzylphosphonic acids substituted in the benzene ring

  摘要：

  Dextrorotatory 1-amino-3',4'-dichlorobenzylphosphonic acid was found to be a potent inhibitor of the plant enzyme phenylalanine ammonia-lyase both in vitro and in vivo from among the ring-substituted 1-aminobenzylphosphonic acids and other analogues of phenylglycine. A structure activity relationship analysis of the results obtained permits predictions on the geometry of the pocket of the enzyme and is a basis in the strategy of better inhibitor synthesis. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(01)00425-3

文献信息

• Montmorillonite Clay-Catalyzed One-Pot Synthesis of α-Amino Phosphonates
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、Ch. Madan

  DOI：10.1055/s-2001-15162

  日期：——

  α-Aminophosphonates are synthesized by three component condensation of aldehydes, amines and diethyl phosphite using montmorillonite KSF under microwave irradiation in solvent-free conditions to afford enhanced yields and reduced reaction times compared to conventional methods.

  α-氨基膦酸盐是通过醛、胺和亚磷酸二乙酯的三组分缩合在无溶剂条件下使用蒙脱石 KSF 在微波照射下合成的，与传统方法相比，可提高产率并缩短反应时间。