2-(tert-butylamino)-1-(2-naphthyl)-2-oxoethyl benzoate | 1353221-57-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(tert-butylamino)-1-(2-naphthyl)-2-oxoethyl benzoate
• 英文别名: [2-(Tert-butylamino)-1-naphthalen-2-yl-2-oxoethyl] benzoate；[2-(tert-butylamino)-1-naphthalen-2-yl-2-oxoethyl] benzoate
• CAS: 1353221-57-4
• 化学式: C₂₃H₂₃NO₃
• 分子量: 361.441
• InChiKey: KHSAZWJBSCCOCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴甲基萘 在 碳酸氢钠 、 二甲基亚砜 作用下， 反应 5.0h， 生成 2-(tert-butylamino)-1-(2-naphthyl)-2-oxoethyl benzoate
  参考文献：
  名称：

  A new modification of the Passerini reaction: a one-pot synthesis of α-acyloxyamides via sequential Kornblum oxidation/Passerini reaction

  摘要：

  A novel approach for the synthesis of alpha-acyloxyamides is described. Benzylic substrates (halides or tosylates), under mild Kornblum conditions, are oxidized to give the corresponding aldehydes, which undergo a Passerini reaction with carboxylic acids and isocyanides to produce the corresponding alpha-acyloxyamides in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.007

文献信息

• A new modification of the Passerini reaction: a one-pot synthesis of α-acyloxyamides via sequential Kornblum oxidation/Passerini reaction
  作者：Mehdi Adib、Ehsan Sheikhi、Marjan Azimzadeh

  DOI：10.1016/j.tetlet.2015.02.007

  日期：2015.4

  A novel approach for the synthesis of alpha-acyloxyamides is described. Benzylic substrates (halides or tosylates), under mild Kornblum conditions, are oxidized to give the corresponding aldehydes, which undergo a Passerini reaction with carboxylic acids and isocyanides to produce the corresponding alpha-acyloxyamides in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.