(1S)-N-[diethoxyphosphoryl(phenyl)methyl]-1-phenylethanamine | 249889-44-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: (1S)-N-[diethoxyphosphoryl(phenyl)methyl]-1-phenylethanamine
• CAS: 249889-44-9
• 化学式: C₁₉H₂₆NO₃P
• 分子量: 347.394
• InChiKey: FWOCXCCFVBDZEW-UCFFOFKASA-N

物化性质

• 沸点：
  451.3±40.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  (1S)-N-[diethoxyphosphoryl(phenyl)methyl]-1-phenylethanamine 在 盐酸 作用下， 生成 N-<(S)-(-)-1-methylbenzyl>aminobenzylphosphonic acid
  参考文献：
  名称：

  Yuan, Chengye; Cui, Shuhua, Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 55, # 1-4, p. 159 - 164

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 二乙氧基磷酰-苯基-甲醇 在 aluminum oxide 作用下， 反应 0.1h， 以65%的产率得到(1S)-N-[diethoxyphosphoryl(phenyl)methyl]-1-phenylethanamine
  参考文献：
  名称：

  A convenient synthesis of 1-aminophosphonates from 1-hydroxyphosphonates

  摘要：

  A simple, efficient, and general method has been developed for the synthesis of I-aminophosphonates from 1-hydroxyphosphonates under solvent-free conditions using microwave irradiation. I-Aminophosphonates were obtained in high yield and mild conditions by reaction of diethyl 1-hydroxyalkylphosphonates with arnines in the presence of acidic alumina. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02727-2

文献信息

• Solvent and Catalyst Free Three-component Coupling of Carbonyl Compounds, Amines and Triethylphosphite; a new Synthesis of α-Aminophosphonates
  作者：S. Chandrasekhar、Ch. Narsihmulu、S. Shameem Sultana、B. Saritha、S. Jaya Prakash

  DOI：10.1055/s-2003-37508

  日期：——

  The first solvent and catalyst free three-component coupling of carbonyl compounds, amines and triethylphosphite is achieved producing α-aminophosphonates at ambient temperature in very high yields.

  首次实现了羰基化合物、胺和亚磷酸三乙酯的无溶剂、无催化剂三组分偶联，并在常温下以极高的产率生产出δ-氨基膦酸盐。
• General Procedure for the Synthesis of α-Amino Phosphonates from Aldehydes and Ketones Using Indium(III) Chloride as a Catalyst
  作者：Brindaban C. Ranu、Alakananda Hajra、Umasish Jana

  DOI：10.1021/ol990079g

  日期：1999.10.1

  [GRAPHICS]A simple, efficient, and general method has been developed for the synthesis of alpha-amino phosphonates through a one-pot reaction of aldehydes and ketones with amines in the presence of indium(III) chloride as a catalyst.
• YUAN, CHENGYE;CUI, SHUHUA, PHOSPH., SULFUR AND SILICON AND RELAT. ELEM., 55,(1991) N-4, C. 159-164
  作者：YUAN, CHENGYE、CUI, SHUHUA

  DOI：——

  日期：——
• Yuan, Chengye; Cui, Shuhua, Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 55, # 1-4, p. 159 - 164
  作者：Yuan, Chengye、Cui, Shuhua

  DOI：——

  日期：——
• A convenient synthesis of 1-aminophosphonates from 1-hydroxyphosphonates
  作者：Babak Kaboudin

  DOI：10.1016/s0040-4039(02)02727-2

  日期：2003.1

  A simple, efficient, and general method has been developed for the synthesis of I-aminophosphonates from 1-hydroxyphosphonates under solvent-free conditions using microwave irradiation. I-Aminophosphonates were obtained in high yield and mild conditions by reaction of diethyl 1-hydroxyalkylphosphonates with arnines in the presence of acidic alumina. (C) 2003 Elsevier Science Ltd. All rights reserved.