diethyl (2-methylphenyl)(amino)methylphosphonate | 189180-11-8

• 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: diethyl (2-methylphenyl)(amino)methylphosphonate
• 英文别名: diethyl [amino(o-tolyl)methyl]phosphonate；Diethoxyphosphoryl-(2-methylphenyl)methanamine
• CAS: 189180-11-8
• 化学式: C₁₂H₂₀NO₃P
• 分子量: 257.269
• InChiKey: AHIWUCACNAELHT-UHFFFAOYSA-N

物化性质

• 沸点：
  369.4±37.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (2-methylphenyl)(amino)methylphosphonate 、 苯基缩水甘油醚 反应 15.0h， 以73%的产率得到diethyl {[(2-hydroxy-3-(4-phenoxy)propyl)amino](o-tolyl)methyl}phosphonate
  参考文献：
  名称：

  (氨基甲基)膦酸盐与环氧化物的无溶剂和无催化剂反应：新型{[(2-羟乙基)氨基]甲基}膦酸盐的合成

  摘要：

  AbstractUncatalyzed reaction of epoxides with (aminomethyl)phosphonates for the synthesis of novel {[(2‐hydroxyethyl)amino]methyl}phosphonates is described. Treatment of (aminomethyl)phosphonates with epoxides without any catalyst and under solvent‐free conditions gives novel {[(2‐hydroxyethyl)amino]methyl}phosphonates. Using this method, a series of {[(2‐hydroxyethyl)amino]methyl}phosphonates was synthesized in good yields. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:284–289, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20615

  DOI：

  10.1002/hc.20615
• 作为产物：
  描述：

  2-甲基苯甲醛 在 氨 作用下， 以 水 为溶剂， 反应 7.5h， 生成 diethyl (2-methylphenyl)(amino)methylphosphonate
  参考文献：
  名称：

  (氨基甲基)膦酸盐与环氧化物的无溶剂和无催化剂反应：新型{[(2-羟乙基)氨基]甲基}膦酸盐的合成

  摘要：

  AbstractUncatalyzed reaction of epoxides with (aminomethyl)phosphonates for the synthesis of novel {[(2‐hydroxyethyl)amino]methyl}phosphonates is described. Treatment of (aminomethyl)phosphonates with epoxides without any catalyst and under solvent‐free conditions gives novel {[(2‐hydroxyethyl)amino]methyl}phosphonates. Using this method, a series of {[(2‐hydroxyethyl)amino]methyl}phosphonates was synthesized in good yields. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:284–289, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20615

  DOI：

  10.1002/hc.20615

文献信息

• Synthesis, antiproliferative and apoptosis-inducing effects of novel asiatic acid derivatives containing α-aminophosphonates
  作者：Ri-Zhen Huang、Cai-Yi Wang、Jian-Fei Li、Gui-Yang Yao、Ying-Ming Pan、Man-Yi Ye、Heng-Shan Wang、Ye Zhang

  DOI：10.1039/c6ra11397d

  日期：——

  This is an Accepted Manuscript, which has been through the RSC Publishing peer review process and has been accepted for publication. Accepted manuscripts are published online shortly after acceptance. This version of the article will be replaced by the fully edited, formatted and proof read Advance Article as soon as this is available.

  这是已接受的手稿，已通过RSC出版同行评审过程，并已被接受出版。接受的手稿在接受后不久就会在线发布。一旦可用，此版本的文章将被完全编辑，格式化并提供高级阅读的高级文章代替。
• One-pot synthesis of primary 1-aminophosphonates: Coupling reaction of carbonyl compounds, hexamethyldisilazane, and diethyl phosphite catalyzed by Al(OTf)₃
  作者：Sara Sobhani、Zahra Tashrifi

  DOI：10.1002/hc.20517

  日期：——

  Al(OTf)3 has been utilized as a new and efficient catalyst for the selective synthesis of primary 1-aminophosphonates by a one-pot coupling reaction of various types of aldehydes/ketones, hexamethyldisilazane, and diethyl phosphite under solvent-free conditions. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:109–115, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI

  Al(OTf)3 已被用作一种新型高效催化剂，通过各种醛/酮、六甲基二硅氮烷和亚磷酸二乙酯在无溶剂条件下的一锅偶联反应选择性合成伯 1-氨基膦酸酯。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:109–115, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20517
• Molecular iodine: An efficient catalyst for the one-pot synthesis of primary 1-aminophosphonates
  作者：S. Sobhani、A. Vafaee

  DOI：10.1007/bf03245883

  日期：2010.3

  A new and convenient procedure has been developed for the one-pot synthesis of different types of primary 1-aminophosphonates from aldehydes/ketones, HMDS and diethyl phosphite using I-2 as an inexpensive, non-toxic, non-metallic and readily available catalyst. These reactions proceeded under solvent-free conditions and produced the desired products in high yields.