diethyl (1-(4-Methylbenzyl)pyrrolidin-2-yl)phosphonate | 1400889-02-2

• 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: diethyl (1-(4-Methylbenzyl)pyrrolidin-2-yl)phosphonate
• 英文别名: 2-[Diethoxy(oxido)phosphaniumyl]-1-[(4-methylphenyl)methyl]pyrrolidine
• CAS: 1400889-02-2
• 化学式: C₁₆H₂₆NO₃P
• 分子量: 311.361
• InChiKey: FCUWJLHEJPGXKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 diethyl phosphite 、 DL-脯氨酸 以 甲苯 为溶剂， 反应 2.0h， 以63%的产率得到diethyl (1-(4-Methylbenzyl)pyrrolidin-2-yl)phosphonate
  参考文献：
  名称：

  A catalyst-free, three-component decarboxylative coupling of amino acids with aldehydes and H-dialkylphosphites for the synthesis of α-aminophosphonates

  摘要：

  A simple, efficient, and new method is developed for the synthesis of alpha-aminophosphonates via a three-component, catalyst-free decarboxylative coupling of amino acids with aldehydes and H-dialkyl phosphite. Treatment of amino acids with aldehydes and diethyl phosphite in the absence of catalyst, base, and ligand give alpha-aminophosphonates in moderate to good yields. This method is simple, rapid, and high-yielding. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.129

文献信息

• Cerium(IV) oxide as a neutral catalyst for aldehyde-induced decarboxylative coupling of l-proline with triethyl phosphite and nitromethane
  作者：Habib Firouzabadi、Nasser Iranpoor、Arash Ghaderi、Maryam Ghavami

  DOI：10.1016/j.tetlet.2012.08.012

  日期：2012.10

  The application of cerium(IV) oxide (CeO2) as a neutral and heterogeneous catalyst for aldehyde-induced decarboxylative coupling of L-proline with triethyl phosphite and nitromethane is described. In addition, a [3+2] cycloaddition reaction of the in situ generated 1,3-dipolar intermediate with benzaldehyde in the absence of a nucleophile is also reported. (C) 2012 Published by Elsevier Ltd.