(2R,3S)-4-benzyl-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-phenylmorpholine | 159706-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (2R,3S)-4-benzyl-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-phenylmorpholine
• CAS: 159706-37-3
• 化学式: C₂₆H₂₃F₆NO₂
• 分子量: 495.465
• InChiKey: AAZRMYIAKWXBIF-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2R,3S)-4-benzyl-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-phenylmorpholine 在 palladium on activated charcoal 、 环己烯 作用下， 以 异丙醇 为溶剂， 反应 9.0h， 生成 (2R,3S)-2-(3,5-Bis-trifluoromethyl-benzyloxy)-3-phenyl-morpholine
  参考文献：
  名称：

  Stereoselective synthesis of 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(S)-phenyl-1,4-oxazine

  摘要：

  A convenient process for the preparation of the secondary amine 6, 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(S)-phenyl-1,4-oxazine, is described starting from the readily available (S)-phenylglycine 1. The process features efficient construction of the homochiral oxazinone intermediate 3 and stereoselective introduction of the 2-(3,5-bis(trifluoromethyl)-benzyloxy) group by L-Selectride reduction followed by in situ alkylation with the highly reactive 3,5-bis(trifluoromethyl)-benzyl triflate 4. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00058-x
• 作为产物：
  描述：

  3,5-双三氟甲基苄醇 在 2,4,6-三甲基吡啶 、 L-Selectride 作用下， 以 正己烷 为溶剂， 反应 3.5h， 生成 (2R,3S)-4-benzyl-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-phenylmorpholine
  参考文献：
  名称：

  Stereoselective synthesis of 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(S)-phenyl-1,4-oxazine

  摘要：

  A convenient process for the preparation of the secondary amine 6, 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(S)-phenyl-1,4-oxazine, is described starting from the readily available (S)-phenylglycine 1. The process features efficient construction of the homochiral oxazinone intermediate 3 and stereoselective introduction of the 2-(3,5-bis(trifluoromethyl)-benzyloxy) group by L-Selectride reduction followed by in situ alkylation with the highly reactive 3,5-bis(trifluoromethyl)-benzyl triflate 4. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00058-x

文献信息

• 2(<i>S</i>)-((3,5-Bis(trifluoromethyl)benzyl)oxy)-3(<i>S</i>)-phenyl-4-((3-oxo-1,2,4-triazol- 5-yl)methyl)morpholine (<b>1</b>):  A Potent, Orally Active, Morpholine-Based Human Neurokinin-1 Receptor Antagonist
  作者：Jeffrey J. Hale、Sander G. Mills、Malcolm MacCoss、Shrenik K. Shah、Hongbo Qi、David J. Mathre、Margaret A. Cascieri、Sharon Sadowski、Catherine D. Strader、D. Euan MacIntyre、Joseph M. Metzger

  DOI：10.1021/jm950654w

  日期：1996.1.1
• Stereoselective synthesis of 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(S)-phenyl-1,4-oxazine
  作者：Michael S. Ashwood、Ian F. Cottrell、Antony J. Davies

  DOI：10.1016/s0957-4166(97)00058-x

  日期：1997.3

  A convenient process for the preparation of the secondary amine 6, 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(S)-phenyl-1,4-oxazine, is described starting from the readily available (S)-phenylglycine 1. The process features efficient construction of the homochiral oxazinone intermediate 3 and stereoselective introduction of the 2-(3,5-bis(trifluoromethyl)-benzyloxy) group by L-Selectride reduction followed by in situ alkylation with the highly reactive 3,5-bis(trifluoromethyl)-benzyl triflate 4. (C) 1997 Elsevier Science Ltd.