2-chloro-N-([1R,2S]-1-hydroxy-1-phenylpropan-2-yl)-N-methylacetamide

• 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-chloro-N-([1R,2S]-1-hydroxy-1-phenylpropan-2-yl)-N-methylacetamide
• 英文别名: 2-chloro-N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-N-methylacetamide
• 化学式: C₁₂H₁₆ClNO₂
• 分子量: 241.718
• InChiKey: OVAVYLACERVKPC-CABZTGNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-N-([1R,2S]-1-hydroxy-1-phenylpropan-2-yl)-N-methylacetamide 以 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 1-(2-[[[1R,2S]-1-hydroxy-1-phenylpropan-2-yl][methyl]amino]-2-oxoethyl)pyridin-1-ium bis(trifluoromethane)sulfonimide
  参考文献：
  名称：

  Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition

  摘要：

  From tentative beginnings, chiral ionic liquids have emerged into functionalized and tailor-made materials that provide novel input in classical asymmetric synthesis and separations. However, despite this broad application range the prediction of any chiral ionic liquids' performance is difficult. We present a systematic study toward the chiral recognition properties of novel ionic liquids with an amino alcohol sub-structure derived from the chiral pool precursors ephedrine, prolinol, and phenylalaninol. The influence of different ionic head groups and core structures on the diastereomeric interactions between racemic Masher's acid carboxylate and enantiopure chiral ionic liquids was systematically investigated to provide insight into their recognition properties prior to application of these chiral ionic liquids in various fields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.08.009
• 作为产物：
  描述：

  麻黄碱 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到2-chloro-N-([1R,2S]-1-hydroxy-1-phenylpropan-2-yl)-N-methylacetamide
  参考文献：
  名称：

  Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition

  摘要：

  From tentative beginnings, chiral ionic liquids have emerged into functionalized and tailor-made materials that provide novel input in classical asymmetric synthesis and separations. However, despite this broad application range the prediction of any chiral ionic liquids' performance is difficult. We present a systematic study toward the chiral recognition properties of novel ionic liquids with an amino alcohol sub-structure derived from the chiral pool precursors ephedrine, prolinol, and phenylalaninol. The influence of different ionic head groups and core structures on the diastereomeric interactions between racemic Masher's acid carboxylate and enantiopure chiral ionic liquids was systematically investigated to provide insight into their recognition properties prior to application of these chiral ionic liquids in various fields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.08.009

文献信息

• Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition
  作者：Maria Vasiloiu、Isabella Cervenka、Peter Gaertner、Matthias Weil、Christian Schröder、Katharina Bica

  DOI：10.1016/j.tetasy.2015.08.009

  日期：2015.10

  From tentative beginnings, chiral ionic liquids have emerged into functionalized and tailor-made materials that provide novel input in classical asymmetric synthesis and separations. However, despite this broad application range the prediction of any chiral ionic liquids' performance is difficult. We present a systematic study toward the chiral recognition properties of novel ionic liquids with an amino alcohol sub-structure derived from the chiral pool precursors ephedrine, prolinol, and phenylalaninol. The influence of different ionic head groups and core structures on the diastereomeric interactions between racemic Masher's acid carboxylate and enantiopure chiral ionic liquids was systematically investigated to provide insight into their recognition properties prior to application of these chiral ionic liquids in various fields. (C) 2015 Elsevier Ltd. All rights reserved.