tert-butyl 2-bromo-1-(2-chloro-6-fluorophenyl)-2-nitropropylcarbamate

• 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: tert-butyl 2-bromo-1-(2-chloro-6-fluorophenyl)-2-nitropropylcarbamate
• 英文别名: tert-butyl N-[(1S,2S)-2-bromo-1-(2-chloro-6-fluorophenyl)-2-nitropropyl]carbamate
• 化学式: C₁₄H₁₇BrClFN₂O₄
• 分子量: 411.655
• InChiKey: IONYOGKQZVJAPN-SMDDNHRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氨基甲酸叔丁酯 、 1-Chloro-3-fluoro-2-(2-nitroprop-1-enyl)benzene 在 potassium phosphate 、 t-butyl N,N-dibromocarbamate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以82%的产率得到tert-butyl 2-bromo-1-(2-chloro-6-fluorophenyl)-2-nitropropylcarbamate
  参考文献：
  名称：

  Highly diastereoselective aminobromination of β-methyl-β-nitrostyrenes with t-butyl N,N-dibromocarbamate/t-butyl carbamate as bromine/nitrogen sources

  摘要：

  A facile and stereoselective aminobromination reaction of alpha,beta-unsaturated nitro compounds with t-butyl N,N-dibromocarbamate/t-butyl carbamate as bromine/nitrogen sources was reported. This catalytic system could tolerate a wide scope of beta-methyl-beta-nitrostyrenes, resulting in good chemical yields and excellent regio- and stereoselectivities. Furthermore, the N-t-butoxycarbonyl protecting group could be easily cleaved to afford the free vicinal haloamines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.113

文献信息

• Highly diastereoselective aminobromination of β-methyl-β-nitrostyrenes with t-butyl N,N-dibromocarbamate/t-butyl carbamate as bromine/nitrogen sources
  作者：Sheng Chen、Jianlin Han、Guigen Li、Yi Pan

  DOI：10.1016/j.tetlet.2013.02.113

  日期：2013.5

  A facile and stereoselective aminobromination reaction of alpha,beta-unsaturated nitro compounds with t-butyl N,N-dibromocarbamate/t-butyl carbamate as bromine/nitrogen sources was reported. This catalytic system could tolerate a wide scope of beta-methyl-beta-nitrostyrenes, resulting in good chemical yields and excellent regio- and stereoselectivities. Furthermore, the N-t-butoxycarbonyl protecting group could be easily cleaved to afford the free vicinal haloamines. (C) 2013 Elsevier Ltd. All rights reserved.