(3R,5S,8aR)-5-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-3-phenyl-2,3,6,7,8,8a-hexahydro-[1,3]oxazolo[3,2-a]pyridine-5-carbonitrile | 918332-75-9

• 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: (3R,5S,8aR)-5-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-3-phenyl-2,3,6,7,8,8a-hexahydro-[1,3]oxazolo[3,2-a]pyridine-5-carbonitrile
• CAS: 918332-75-9
• 化学式: C₂₅H₂₄F₆N₂O₂
• 分子量: 498.468
• InChiKey: QVCZBVBYBFOHOA-WBLPJHHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (3R,5S,8aR)-5-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-3-phenyl-2,3,6,7,8,8a-hexahydro-[1,3]oxazolo[3,2-a]pyridine-5-carbonitrile 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Two complementary, diversity-driven asymmetric syntheses of a 2,2-disubstituted piperidine NK1 antagonist

  摘要：

  Two diversity-driven asymmetric syntheses of a potent NK1 receptor antagonist I were achieved. These syntheses provided two complementary approaches that were well positioned for further modifications of several different sites of medicinal chemistry interests in the NK1 structural motifs. The de novo piperidine ring construction approach delivered key intermediates that were best suited for piperidine C4 and C5 SAR investigations. The CNRS method fit well for modifications at C6 and the two exocyclic groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.022
• 作为产物：
  描述：

  (-)-2-氰-6-苯基恶唑哌啶 、 (R)-1-(1-(溴甲氧基)乙基)-3,5-二(三氟甲基)苯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到(3R,5S,8aR)-5-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-3-phenyl-2,3,6,7,8,8a-hexahydro-[1,3]oxazolo[3,2-a]pyridine-5-carbonitrile
  参考文献：
  名称：

  Two complementary, diversity-driven asymmetric syntheses of a 2,2-disubstituted piperidine NK1 antagonist

  摘要：

  Two diversity-driven asymmetric syntheses of a potent NK1 receptor antagonist I were achieved. These syntheses provided two complementary approaches that were well positioned for further modifications of several different sites of medicinal chemistry interests in the NK1 structural motifs. The de novo piperidine ring construction approach delivered key intermediates that were best suited for piperidine C4 and C5 SAR investigations. The CNRS method fit well for modifications at C6 and the two exocyclic groups. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.022

文献信息

• Two complementary, diversity-driven asymmetric syntheses of a 2,2-disubstituted piperidine NK1 antagonist
  作者：Dong Xiao、Cheng Wang、Anandan Palani、Gregory Reichard、Robert Aslanian、Neng-Yang Shih、Alexei Buevich

  DOI：10.1016/j.tetasy.2006.09.022

  日期：2006.10

  Two diversity-driven asymmetric syntheses of a potent NK1 receptor antagonist I were achieved. These syntheses provided two complementary approaches that were well positioned for further modifications of several different sites of medicinal chemistry interests in the NK1 structural motifs. The de novo piperidine ring construction approach delivered key intermediates that were best suited for piperidine C4 and C5 SAR investigations. The CNRS method fit well for modifications at C6 and the two exocyclic groups. (c) 2006 Elsevier Ltd. All rights reserved.