1,1,1-trifluoro-N-[(1R)-2-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-methylamino]-1-phenylethyl]methanesulfonamide | 1017806-16-4

• 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: 1,1,1-trifluoro-N-[(1R)-2-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-methylamino]-1-phenylethyl]methanesulfonamide
• CAS: 1017806-16-4
• 化学式: C₁₉H₂₃F₃N₂O₃S
• 分子量: 416.464
• InChiKey: LTMPKBXUXAIBGE-WBAXXEDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  78
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  三氟甲磺酸酐 、 麻黄碱 、 D-苯甘氨醇 在 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以42%的产率得到1,1,1-trifluoro-N-[(1R)-2-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-methylamino]-1-phenylethyl]methanesulfonamide
  参考文献：
  名称：

  Tf-based sulfamide-amine alcohol-catalyzed enantioselective alkynylation of aldehydes

  摘要：

  A series of new chiral Tf-based sulfamide-amine alcohols (Tf-based SAA) were synthesized from natural chiral (-)-ephedrine and aziridines derived from commercially available chiral amino alcohols. Among these ligands, 3a was found to be more effective for the addition reaction of alkynylzinc to aromatic aldehyes at room temperature without using other kinds of metal species, providing 81-92% ee and up to 99% yields. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.131

文献信息

• Tf-based sulfamide-amine alcohol-catalyzed enantioselective alkynylation of aldehydes
  作者：Hongwang Li、Yongbo Huang、Wei Jin、Feng Xue、Boshun Wan

  DOI：10.1016/j.tetlet.2007.12.131

  日期：2008.3

  A series of new chiral Tf-based sulfamide-amine alcohols (Tf-based SAA) were synthesized from natural chiral (-)-ephedrine and aziridines derived from commercially available chiral amino alcohols. Among these ligands, 3a was found to be more effective for the addition reaction of alkynylzinc to aromatic aldehyes at room temperature without using other kinds of metal species, providing 81-92% ee and up to 99% yields. (c) 2008 Elsevier Ltd. All rights reserved.