(S)-2-nitro-1-phenylethan-1-amine hydrobromide | 1021935-94-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S)-2-nitro-1-phenylethan-1-amine hydrobromide
• CAS: 1021935-94-3
• 化学式: BrH*C₈H₁₀N₂O₂
• 分子量: 247.092
• InChiKey: BYMCVGJWKYWKOQ-DDWIOCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 (S)-2-nitro-1-phenylethan-1-amine hydrobromide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 tert-butyl (1S)-2-nitro-1-phenylethylcarbamate
  参考文献：
  名称：

  N-Phosphinyl Imine Chemistry (I): Design and Synthesis of Novel N-Phosphinyl Imines and their Application to Asymmetric aza-Henry Reaction

  摘要：

  Novel chiral N‐phosphinamide and N‐phosphinyl imines have been designed, synthesized and applied to asymmetric aza‐Henry reaction to give excellent chemical yields (92%– quant.) and diastereoselectivity (91% to >99%de). The reaction showed a great substrate scope in which aromatic/aliphatic aldehyde‐ and ketone‐derived N‐phosphinyl imines can be employed as electrophiles. The chiral N‐phosphinamide can be stored at room temperature for more than 2 months without inert gas protection, and chiral N‐phosphinyl imines were also proven to be highly stable at room temperature for a long period under inert gas protection. The N‐phosphinyl group enabled the product purification to be performed simply by washing crude product with EtOAc and hexane. This reaction joined other eight GAP (Group‐Assistant‐Purification) chemistry processes that were developed in our laboratories. The absolute configuration has been unambiguously determined by converting a β‐nitroamine product into a known N‐Boc sample.

  DOI：

  10.1111/j.1747-0285.2010.01047.x
• 作为产物：
  描述：

  (2S,5S)-1-(((S)-2-nitro-1-phenylethyl)amino)-2,5-diphenylphospholane 1-oxide 在 氢溴酸 作用下， 以 甲醇 、 水 为溶剂， 反应 10.0h， 生成 (S)-2-nitro-1-phenylethan-1-amine hydrobromide 、 (S,S)-1-hydroxy-1-oxo-2,5-trans-diphenylphospholane
  参考文献：
  名称：

  N-Phosphinyl Imine Chemistry (I): Design and Synthesis of Novel N-Phosphinyl Imines and their Application to Asymmetric aza-Henry Reaction

  摘要：

  Novel chiral N‐phosphinamide and N‐phosphinyl imines have been designed, synthesized and applied to asymmetric aza‐Henry reaction to give excellent chemical yields (92%– quant.) and diastereoselectivity (91% to >99%de). The reaction showed a great substrate scope in which aromatic/aliphatic aldehyde‐ and ketone‐derived N‐phosphinyl imines can be employed as electrophiles. The chiral N‐phosphinamide can be stored at room temperature for more than 2 months without inert gas protection, and chiral N‐phosphinyl imines were also proven to be highly stable at room temperature for a long period under inert gas protection. The N‐phosphinyl group enabled the product purification to be performed simply by washing crude product with EtOAc and hexane. This reaction joined other eight GAP (Group‐Assistant‐Purification) chemistry processes that were developed in our laboratories. The absolute configuration has been unambiguously determined by converting a β‐nitroamine product into a known N‐Boc sample.

  DOI：

  10.1111/j.1747-0285.2010.01047.x