(S)-ethyl-2-tosylamino-2-((N,N-dibenzylamino)methyl)-3,3,3-trifluoropropanoate

• 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: (S)-ethyl-2-tosylamino-2-((N,N-dibenzylamino)methyl)-3,3,3-trifluoropropanoate
• 英文别名: ethyl (2S)-2-[(dibenzylamino)methyl]-3,3,3-trifluoro-2-[(4-methylphenyl)sulfonylamino]propanoate
• 化学式: C₂₇H₂₉F₃N₂O₄S
• 分子量: 534.599
• InChiKey: XQPPDCYMVQSWMO-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (S)-ethyl-2-tosylamino-2-((N,N-dibenzylamino)methyl)-3,3,3-trifluoropropanoate 在 硫酸 作用下， 反应 2.0h， 以81%的产率得到(S)-ethyl-2-amino-2-((N,N-dibenzylamino)methyl)-3,3,3-trifluoropropanoate
  参考文献：
  名称：

  Synthesis of β-amino-α-trifluoromethyl-α-amino acids exhibiting intramolecular interaction of CF3 with NHβ

  摘要：

  We prepared beta-amino-alpha-trifluoromethyl-alpha-amino acids through ring-opening reaction of N-tosyl-2-tri-fluoromethy1-2-ethoxycarbonylaziridine with aromatic and benzylic amines, and investigated the intramolecular interaction between the trifluoromethyl (CF3) group at the alpha-position and the NH group at the beta-position (NH beta), NMR UV/vis, and circular dichroism measurements indicated that the conformation of these compounds is fixed by intramolecular interaction of CF3 with NH beta to form a six-membered ring. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.107
• 作为产物：
  描述：

  二苄胺 、 ethyl (2S)-1-tosyl-2-trifluoromethylaziridine-2-carboxylate 以 四氢呋喃 为溶剂， 反应 20.0h， 以66%的产率得到(S)-ethyl-2-tosylamino-2-((N,N-dibenzylamino)methyl)-3,3,3-trifluoropropanoate
  参考文献：
  名称：

  Synthesis of β-amino-α-trifluoromethyl-α-amino acids exhibiting intramolecular interaction of CF3 with NHβ

  摘要：

  We prepared beta-amino-alpha-trifluoromethyl-alpha-amino acids through ring-opening reaction of N-tosyl-2-tri-fluoromethy1-2-ethoxycarbonylaziridine with aromatic and benzylic amines, and investigated the intramolecular interaction between the trifluoromethyl (CF3) group at the alpha-position and the NH group at the beta-position (NH beta), NMR UV/vis, and circular dichroism measurements indicated that the conformation of these compounds is fixed by intramolecular interaction of CF3 with NH beta to form a six-membered ring. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.107

文献信息

• Synthesis of β-amino-α-trifluoromethyl-α-amino acids exhibiting intramolecular interaction of CF3 with NHβ
  作者：Minoru Waki、Toshimasa Katagiri、Kenji Matsuno、Hiroyuki Miyachi

  DOI：10.1016/j.tetlet.2014.10.107

  日期：2014.12

  We prepared beta-amino-alpha-trifluoromethyl-alpha-amino acids through ring-opening reaction of N-tosyl-2-tri-fluoromethy1-2-ethoxycarbonylaziridine with aromatic and benzylic amines, and investigated the intramolecular interaction between the trifluoromethyl (CF3) group at the alpha-position and the NH group at the beta-position (NH beta), NMR UV/vis, and circular dichroism measurements indicated that the conformation of these compounds is fixed by intramolecular interaction of CF3 with NH beta to form a six-membered ring. (C) 2014 Elsevier Ltd. All rights reserved.