西那卡特杂质7 | 802918-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 西那卡特杂质7
• 中文别名: 西那卡塞杂质7
• 英文名称: [1-(5,6-dihydronaphthalen-1-yl)ethyl]-[3-(3-trifluoromethylphenyl)propyl]amine
• 英文别名: Cinacalcet impurity 9；N-[1-(5,6-dihydronaphthalen-1-yl)ethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine
• CAS: 802918-47-4
• 化学式: C₂₂H₂₄F₃N
• 分子量: 359.434
• InChiKey: CKVAPABQGMRCSS-UHFFFAOYSA-N

物化性质

• 沸点：
  433.5±45.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  西那卡特杂质7 在 Chirobiotic V 作用下， 以 甲醇 、 溶剂黄146 、 三乙胺 为溶剂， 生成 [(S)-1-(5,6-Dihydro-naphthalen-1-yl)-ethyl]-[3-(3-trifluoromethyl-phenyl)-propyl]-amine 、 [(R)-1-(5,6-Dihydro-naphthalen-1-yl)-ethyl]-[3-(3-trifluoromethyl-phenyl)-propyl]-amine
  参考文献：
  名称：

  Synthesis of Cinacalcet congeners

  摘要：

  Two racemic isomeric dihydronaphthalenes 1 and 2 were prepared from commercially available 5-hydroxytetralone in five linear steps. A key palladium-catalyzed double bond migration led to the synthesis of both isomers from the same starting material. Preparative chiral HPLC separation provided the enantiomerically pure materials. An asymmetric synthesis employing CBS reduction to furnish 1 was also developed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.063
• 作为产物：
  描述：

  (2E)-3-[3-(三氟甲基)苯基]丙烯酰氯 在 palladium on activated charcoal titanium(IV) isopropylate 、 ammonium hydroxide 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 20.0h， 生成 西那卡特杂质7
  参考文献：
  名称：

  Synthesis of Cinacalcet congeners

  摘要：

  Two racemic isomeric dihydronaphthalenes 1 and 2 were prepared from commercially available 5-hydroxytetralone in five linear steps. A key palladium-catalyzed double bond migration led to the synthesis of both isomers from the same starting material. Preparative chiral HPLC separation provided the enantiomerically pure materials. An asymmetric synthesis employing CBS reduction to furnish 1 was also developed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.063

文献信息

• Dihydronaphthalene compounds, compositions, uses thereof, and methods for synthesis
  申请人：Amgen Inc.

  公开号：US07361789B1

  公开（公告）日：2008-04-22

  The present invention relates to novel dihydronaphthalene compounds, compositions, methods for using the same, and processes for preparing the same. The present invention also relates to novel total synthesis approaches for preparing these compounds. In addition, the present invention relates to methods of producing quantities of isomers of these compounds and separating and purifying them using chiral separation techniques. The present invention also relates to methods of producing quantities of a single isometric compound without the need for chiral separation techniques.

  本发明涉及新颖的二氢萘烯化合物、组合物、使用方法以及制备这些化合物的方法。本发明还涉及用于制备这些化合物的新型全合成方法。此外，本发明涉及生产这些化合物的异构体的方法，并利用手性分离技术对其进行分离和纯化。本发明还涉及生产单一立体异构体化合物的方法，无需使用手性分离技术。
• US7361789B1
  申请人：——

  公开号：US7361789B1

  公开（公告）日：2008-04-22