diethyl (1-(naphtalen-1-ylmethyl)pyrrolidin-2-yl)phosphonate | 1449563-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl (1-(naphtalen-1-ylmethyl)pyrrolidin-2-yl)phosphonate
• 英文别名: 2-[Diethoxy(oxido)phosphaniumyl]-1-(naphthalen-1-ylmethyl)pyrrolidine；2-[diethoxy(oxido)phosphaniumyl]-1-(naphthalen-1-ylmethyl)pyrrolidine
• CAS: 1449563-44-3
• 化学式: C₁₉H₂₆NO₃P
• 分子量: 347.394
• InChiKey: IDQFWBBEMSNGHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  1-萘甲醛 、 diethyl phosphite 、 DL-脯氨酸 以 甲苯 为溶剂， 反应 5.0h， 以46%的产率得到diethyl (1-(naphtalen-1-ylmethyl)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

• A catalyst-free, three-component decarboxylative coupling of amino acids with aldehydes and H-dialkylphosphites for the synthesis of α-aminophosphonates
  作者：Babak Kaboudin、Leila Karami、Jun-ya Kato、Hiroshi Aoyama、Tsutomu Yokomatsu

  DOI：10.1016/j.tetlet.2013.06.129

  日期：2013.9

  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.