1-(二苯基甲基氨基)甲基膦酸二乙酯 | 80993-30-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(二苯基甲基氨基)甲基膦酸二乙酯
• 英文名称: N-(diphenylmethyl)methylphosphonate
• 英文别名: diethyl 1-(diphenylmethylamino)methylphosphonate；N-(diethoxyphosphorylmethyl)-1,1-diphenylmethanamine
• CAS: 80993-30-2
• 化学式: C₁₈H₂₄NO₃P
• 分子量: 333.367
• InChiKey: BFUIWUBLUMAKLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  439.6±33.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1-(二苯基甲基氨基)甲基膦酸二乙酯 在 盐酸 、 4 A molecular sieve 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 苯 为溶剂， 反应 7.0h， 生成 diethyl (1-aminomethyl)phosphonate hydrochloride
  参考文献：
  名称：

  Oxidative Deprotection of Diphenylmethylamines

  摘要：

  [GRAPHICS]The diphenylmethyl amino protecting group can be efficiently removed by initial oxidation of the amine to an imine by 2,3-dichloro-5,6-dicyanobenzoquinone. The resulting imine can then be easily hydrolyzed under mildly acidic conditions. This method is particularly well suited for the preparation of alpha-amino phosphinates and alpha-amino phosphonates.

  DOI：

  10.1021/ol990956i
• 作为产物：
  描述：

  1,3,5-三二苯甲基-1,3,5-噻嗪烷 、 亚磷酸二乙酯 以96%的产率得到1-(二苯基甲基氨基)甲基膦酸二乙酯
  参考文献：
  名称：

  Synthesis of an α-Aminophosphonate Nucleoside as an Inhibitor of S-Adenosyl-l-Homocysteine Hydrolase

  摘要：

  A phosphonic acid analogue or S-adenosyl-L-homocysteine was prepared by a novel method and the epimeric mixture separated. Preliminary studies indicate that each epimer causes time-dependent inactivation of S-adenosyl-L-homocysteine hydrolase, however each presented distinct kinetic characteristics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00789-2

文献信息

• Issleib, Kurt; Doepfer, Klaus-Peter; Balszuweit, Arno, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1981, vol. 36, # 11, p. 1392 - 1394
  作者：Issleib, Kurt、Doepfer, Klaus-Peter、Balszuweit, Arno

  DOI：——

  日期：——
• ISSLEIB, K.;DOEPFER, K. -P.;BALSZUWEIT, A., Z. NATURFORSCH., 1981, 36, N 11, 1392-1394
  作者：ISSLEIB, K.、DOEPFER, K. -P.、BALSZUWEIT, A.

  DOI：——

  日期：——
• Oxidative Deprotection of Diphenylmethylamines
  作者：Peter B. Sampson、John F. Honek

  DOI：10.1021/ol990956i

  日期：1999.11.1

  [GRAPHICS]The diphenylmethyl amino protecting group can be efficiently removed by initial oxidation of the amine to an imine by 2,3-dichloro-5,6-dicyanobenzoquinone. The resulting imine can then be easily hydrolyzed under mildly acidic conditions. This method is particularly well suited for the preparation of alpha-amino phosphinates and alpha-amino phosphonates.
• Synthesis of an α-Aminophosphonate Nucleoside as an Inhibitor of S-Adenosyl-l-Homocysteine Hydrolase
  作者：Jennifer A Steere、Peter B Sampson、John F Honek

  DOI：10.1016/s0960-894x(01)00789-2

  日期：2002.2

  A phosphonic acid analogue or S-adenosyl-L-homocysteine was prepared by a novel method and the epimeric mixture separated. Preliminary studies indicate that each epimer causes time-dependent inactivation of S-adenosyl-L-homocysteine hydrolase, however each presented distinct kinetic characteristics. (C) 2002 Elsevier Science Ltd. All rights reserved.