N-<(S)-1-phenylethyl>-2-nitrobenzamide | 120275-50-5

• 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: N-<(S)-1-phenylethyl>-2-nitrobenzamide
• 英文别名: (S)-N-(2-nitrobenzoyl)methylbenzylamine；2-nitro-N-[(1S)-1-phenylethyl]benzamide
• CAS: 120275-50-5
• 化学式: C₁₅H₁₄N₂O₃
• mdl: MFCD00423615
• 分子量: 270.288
• InChiKey: TYMCJGBVKJRKCM-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-<(S)-1-phenylethyl>-2-nitrobenzamide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 2-amine-N-[(S)-α-phenylethyl]benzamide
  参考文献：
  名称：

  Synthesis and structure of chiral 2,6-bis[(2-carbamoylphenyl)carbamoyl]pyridine ligands

  摘要：

  The synthesis and structure of a series of enantiomerically pure 2,6-bis[(2-carbamoylphenyl)carbamoyl]-pyridine ligands (H(2)a-c) are described. Appended from the aryl groups are optically active groups which provide a chiral environment around the planar pyridine core. NMR and X-ray diffraction studies show that these ligands contain helical character which is maintained by a network of intramolecular hydrogen bonds. These ligands can bind metal ions through their tridentate diamidato-pyridyl chelate to form optically active metal complexes. The modular design of these ligands offers a variety of chiral environments about the metal chelate that can be useful in the synthesis of metal reagents for asymmetric transformations. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01486-5
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 2-硝基苯甲酰氯 以 二氯甲烷 为溶剂， 生成 N-<(S)-1-phenylethyl>-2-nitrobenzamide
  参考文献：
  名称：

  Mapping the structural boundaries of quasiracemate fractional crystallization using 2-substituted diarylamides

  摘要：

  视频辅助热台偏振光显微镜对由22个手性二芳胺构成的55对准对映异构体进行观察，这些异构体在拓扑结构上有系统性差异，揭示了分子形状到超分子组装的结构边界。

  DOI：

  10.1039/c7cc01638g

文献信息

• Stereoselective intramolecular cycloadditions of homochiral nitrile imines: synthesis of enantiomerically pure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-6(4H)-ones
  作者：Gianluigi Broggini、Luisa Garanti、Giorgio Molteni、Tullio Pilati、Alessandro Ponti、Gaetano Zecchi

  DOI：10.1016/s0957-4166(99)00227-x

  日期：1999.6

  Starting from the commercially available (S)-1-phenylethylamine, we have synthesised the homochiral hydrazonoyl chlorides 4. The intramolecular cycloaddition of the corresponding nitrile imines 5 gave the diastereoisomeric 3,3a-dihydro-pyrazolo[ 1,5-a][1,4]benzodiazepine-6(4H)-ones 6 and 7 in enantiopure form. (C) 1999 Elsevier Science Ltd. All rights reserved.