-1-<2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>phenyl>ethanone | 150026-73-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: -1-<2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>phenyl>ethanone
• 英文别名: (R-(E))-1-[2-(3-{3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl}-3-hydroxypropyl)phenyl]ethanone；1-[2-[(3R)-3-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-3-hydroxypropyl]phenyl]ethanone
• CAS: 150026-73-6
• 化学式: C₂₈H₂₄ClNO₂
• 分子量: 441.957
• InChiKey: NZSTWJFMJOWIJY-LZZUIANGSA-N

物化性质

• 沸点：
  637.6±55.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  -1-<2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>phenyl>ethanone 在 三氯氧磷 作用下， 反应 2.0h， 以90%的产率得到1-[2-[(3S)-3-chloro-3-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]propyl]phenyl]ethanone
  参考文献：
  名称：

  WO2008/32099

  摘要：

  公开号：
• 作为产物：
  描述：

  (E)-3-[2-(7-氯-2-喹啉基)乙烯基]苯甲醛 在 palladium diacetate chloroborane-methyl sulfide 、 2-蒎烯聚合物 、 三乙胺 、 N,N-二异丙基乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 、 乙腈 为溶剂， 反应 18.5h， 生成 -1-<2-<3-<3-<2-(7-chloro-2-quinolinyl)ethenyl>phenyl>-3-hydroxypropyl>phenyl>ethanone
  参考文献：
  名称：

  An efficient synthesis of LTD4 antagonist L-699,392

  摘要：

  The asymmetric synthesis of L-699,392 (1) [3-[[(1S)-[3(E)-[2-(7-chloroquinolinyl)ethenyl]phenyl]-3-(acetylphenyl)propyl]thiol-2(S)-methylpropanoic acid], a leukotriene antagonist, is accomplished in six steps starting from the monoaldehyde 2. The main framework of the molecule is formed via a Pd-catalyzed Heck reaction. The asymmetric center is introduced via the chiral reduction of the ketone 4 using optically active B-chlorodiisopinocampheylborane (10) derived directly from chloroborane and (-)-alpha-pinene. A very high asymmetric amplification is observed in which 95 % ee product can be obtained from 70% optically pure a-pinene. Reagent 17, which is prepared in situ from methylmagnesium chloride and 2 equiv of lithium hexamethyldisilazide, is used to convert the methyl ester 5 to the methyl ketone 6 in one step with essentially no impurities formed under the reaction conditions. The thio side chain is finally incorporated by the displacement of the chiral mesylate 7 with complete inversion at the chiral center. The overall yield for the sequence is 42%.

  DOI：

  10.1021/jo00066a027

文献信息

• Process for the preparation of montelukast, and intermediates therefor
  申请人：Pathi Srinivas Laxminarayan

  公开号：US20100081688A1

  公开（公告）日：2010-04-01

  The invention relates to processes for making montelukast and to intermediates for use in the process, in particular compounds of formulas 2-7: L=OAc, OTs, OTf5OMs; where X=Cl, Br, I.

  本发明涉及用于制备蒙特卢卡斯特的过程以及用于该过程的中间体，具体而言是公式2-7的化合物：L=OAc、OTs、OTf5OMs；其中X=Cl、Br、I。
• US5212180A
  申请人：——

  公开号：US5212180A

  公开（公告）日：1993-05-18
• An efficient synthesis of LTD4 antagonist L-699,392
  作者：A. O. King、E. G. Corley、R. K. Anderson、R. D. Larsen、T. R. Verhoeven、P. J. Reider、Y. B. Xiang、M. Belley、Y. Leblanc

  DOI：10.1021/jo00066a027

  日期：1993.7

  The asymmetric synthesis of L-699,392 (1) [3-[[(1S)-[3(E)-[2-(7-chloroquinolinyl)ethenyl]phenyl]-3-(acetylphenyl)propyl]thiol-2(S)-methylpropanoic acid], a leukotriene antagonist, is accomplished in six steps starting from the monoaldehyde 2. The main framework of the molecule is formed via a Pd-catalyzed Heck reaction. The asymmetric center is introduced via the chiral reduction of the ketone 4 using optically active B-chlorodiisopinocampheylborane (10) derived directly from chloroborane and (-)-alpha-pinene. A very high asymmetric amplification is observed in which 95 % ee product can be obtained from 70% optically pure a-pinene. Reagent 17, which is prepared in situ from methylmagnesium chloride and 2 equiv of lithium hexamethyldisilazide, is used to convert the methyl ester 5 to the methyl ketone 6 in one step with essentially no impurities formed under the reaction conditions. The thio side chain is finally incorporated by the displacement of the chiral mesylate 7 with complete inversion at the chiral center. The overall yield for the sequence is 42%.
• WO2008/32099
  申请人：——

  公开号：——

  公开（公告）日：——