(S)-α-methoxy-N-<(S)-1-phenylethyl>-α-(trifluoromethyl)benzeneacetamide | 140632-13-9

• 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)-α-methoxy-N-<(S)-1-phenylethyl>-α-(trifluoromethyl)benzeneacetamide
• 英文别名: N-(S)-1-phenylethyl (S)-α-methoxy-α-trifluoromethylphenylacetamide；(2S)-3,3,3-trifluoro-2-methoxy-2-phenyl-N-[(1S)-1-phenylethyl]propanamide
• CAS: 140632-13-9
• 化学式: C₁₈H₁₈F₃NO₂
• 分子量: 337.342
• InChiKey: QSRYNGPUVGWUIN-GUYCJALGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-N-[(S)-1-(2-Bromo-phenyl)-ethyl]-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide 在 正丁基锂 、 水 作用下， 生成 (S)-α-methoxy-N-<(S)-1-phenylethyl>-α-(trifluoromethyl)benzeneacetamide
  参考文献：
  名称：

  Enantioselective complexation of organic ammonium ions by simple tetracyclic podand ionophores

  摘要：

  A series of enantiomerically pure, C2-symmetric tetracyclic podands are synthesized and studied. These host molecules have methyl substitution, which allows only a few low-energy conformations, and they form well-defined complexes with chiral ammonium salts. With derivatives of alpha-phenethylammonium hexafluorophosphate as guests, binding enantioselectivity ranges from approximately 0 to 60% ee. X-ray structures of several podand/chiral ammonium perchlorate complexes are described along with a conformational analysis of the podands and their complexes.

  DOI：

  10.1021/ja00037a014

文献信息

• Expeditious synthesis of mosher amides using a solid supported carbodiimide
  作者：Maciej Adamczyk、Jeffrey R. Fishpaugh

  DOI：10.1016/0040-4039(96)01617-6

  日期：1996.9

  A novel method of Mosher amide synthesis using a solid supported carbodiimide in CDCl3 is described. Estimation of optical purity can be promptly achieved by direct NMR analysis of the reaction solvent.

  描述了使用在CDCl 3中的固体负载的碳二亚胺合成Mosher酰胺的新方法。光学纯度的估计可以通过反应溶剂的直接NMR分析迅速完成。
• Assignment of absolute stereochemistry to an insect pheromone by chiral amplification
  作者：Xiongwei Shi、Walter S. Leal、Jerrold Meinwald

  DOI：10.1016/0968-0896(96)00006-5

  日期：1996.3

  Chiral amplification, a new strategy for determining the absolute configuration of difficultly available natural secondary alcohols or analogous amines; is described. Using this technique. the R configuration can be assigned to both components of the male sex pheromone emitted by the longhorn beetle, Anaglyptus subfasciatus. The application of this approach to fourteen alcohols and four amines illustrates its scope and limitations. Copyright (C) 1996 Elsevier Science Ltd
• Reichardt, Christian; Budnik, Ulrich, Liebigs Annalen der Chemie, 1994, # 9, p. 927 - 930
  作者：Reichardt, Christian、Budnik, Ulrich

  DOI：——

  日期：——