(1R)-1-benzylpentylamine | 87982-83-0

• 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: (1R)-1-benzylpentylamine
• 英文别名: (2R)-1-phenylhexan-2-amine
• CAS: 87982-83-0
• 化学式: C₁₂H₁₉N
• 分子量: 177.29
• InChiKey: UNVLUPRQPLQYGW-GFCCVEGCSA-N

物化性质

• 沸点：
  266.2±9.0 °C(Predicted)
• 密度：
  0.921±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 (1R)-1-benzylpentylamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到(1R)-1-benzylpentylamine N-(R)-MTPA amide
  参考文献：
  名称：

  Facile Synthesis of Optically Pure 1,2-Diaryl (and 1-Alkyl-2-aryl) Ethyl and Propylamines

  摘要：

  [GRAPHICS]A concise high-yielding route to synthetically useful 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines in high enantiomeric purity is described. The key step of this route is the completely stereoselective addition of lithium (R)-ortho-(p-toluenesulfinyl)benzylic carbanions to (S)-N-p-toluenesulfinylimines, which takes place in very high or quantitative yields. N-Desulfinylation and C-desulfinylation of the resulting adducts can be achieved with no loss of optical. purity employing conventional methods (TFA and Raney-Ni, respectively).

  DOI：

  10.1021/ol027464h
• 作为产物：
  描述：

  (S)-1-methyl-2-(p-tolylsulfinyl)benzene 在 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 0.58h， 生成 (1R)-1-benzylpentylamine
  参考文献：
  名称：

  Synthesis of Optically Pure 1,2-Diaryl- and 1,2-Alkylaryl-1,2-amino Sulfides

  摘要：

  The reactions of the lithium (S)-alpha-(methylthio)-2-(p-toluenesulfinyl)benzyl carbanion with (S)-N-p-tolylsulfinyl aldimines evolve in a completely stereoselective manner providing a one-step synthesis of enantiomerically pure anti-1,2-disubstituted 1,2-amino sulfide derivatives.

  DOI：

  10.1021/jo050129x

文献信息

• [EN] AZIDE INSULIN ANALOGUES<br/>[FR] ANALOGUES DE L'INSULINE AZIDE
  申请人：MERCK SHARP & DOHME

  公开号：WO2019199628A1

  公开（公告）日：2019-10-17

  The present invention relates to insulin analogues and processes of making such insulin analogues by direct conversion of a free amine to an azide via diazo-transfer with an azotransfer agent.
• Facile Synthesis of Optically Pure 1,2-Diaryl (and 1-Alkyl-2-aryl) Ethyl and Propylamines
  作者：José L. García Ruano、José Alemán、José F. Soriano

  DOI：10.1021/ol027464h

  日期：2003.3.1

  [GRAPHICS]A concise high-yielding route to synthetically useful 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines in high enantiomeric purity is described. The key step of this route is the completely stereoselective addition of lithium (R)-ortho-(p-toluenesulfinyl)benzylic carbanions to (S)-N-p-toluenesulfinylimines, which takes place in very high or quantitative yields. N-Desulfinylation and C-desulfinylation of the resulting adducts can be achieved with no loss of optical. purity employing conventional methods (TFA and Raney-Ni, respectively).
• Synthesis of Optically Pure 1,2-Diaryl- and 1,2-Alkylaryl-1,2-amino Sulfides
  作者：Yolanda Arroyo、Ángela Meana、J. Félix Rodríguez、Mercedes Santos、M. Ascensión Sanz-Tejedor、José. L. García Ruano

  DOI：10.1021/jo050129x

  日期：2005.5.1

  The reactions of the lithium (S)-alpha-(methylthio)-2-(p-toluenesulfinyl)benzyl carbanion with (S)-N-p-tolylsulfinyl aldimines evolve in a completely stereoselective manner providing a one-step synthesis of enantiomerically pure anti-1,2-disubstituted 1,2-amino sulfide derivatives.