2-(N-benzyl-methylsulfonamido)-N-(tert-butyl)cyclopropanecarboxamide

• 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: 2-(N-benzyl-methylsulfonamido)-N-(tert-butyl)cyclopropanecarboxamide
• 英文别名: (1R,2R)-2-[benzyl(methylsulfonyl)amino]-N-tert-butylcyclopropane-1-carboxamide
• 化学式: C₁₆H₂₄N₂O₃S
• 分子量: 324.444
• InChiKey: CTWHFNHJAZPUKS-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-bromo-N-(tertbutyl)cyclopropanecarboxamide 、 N-苄基甲烷磺酰胺 在 18-冠醚-6 、 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以87.5%的产率得到
  参考文献：
  名称：

  Formal Substitution of Bromocyclopropanes with Nitrogen Nucleophiles

  摘要：

  A highly chemo- and diastereoselective protocol toward amino-substituted donor acceptor cyclopropanes via the formal nucleophilic displacement in bromocyclopropanes is described. A wide range of N-nucleophiles, including carboxamides, sulfonamides, azoles, and anilines, can be efficiently employed in this transformation, providing expeditious access to stereochemically defined and densely functionalized cydopropylamine derivatives.

  DOI：

  10.1021/jo4011798

文献信息

• Formal Substitution of Bromocyclopropanes with Nitrogen Nucleophiles
  作者：Joseph E. Banning、Jacob Gentillon、Pavel G. Ryabchuk、Anthony R. Prosser、Andrew Rogers、Andrew Edwards、Andrew Holtzen、Ivan A. Babkov、Marina Rubina、Michael Rubin

  DOI：10.1021/jo4011798

  日期：2013.8.2

  A highly chemo- and diastereoselective protocol toward amino-substituted donor acceptor cyclopropanes via the formal nucleophilic displacement in bromocyclopropanes is described. A wide range of N-nucleophiles, including carboxamides, sulfonamides, azoles, and anilines, can be efficiently employed in this transformation, providing expeditious access to stereochemically defined and densely functionalized cydopropylamine derivatives.