N-[2-[(1R,2S)-2-hydroxy-1-phenyl-2-[4-(trifluoromethyl)phenyl]ethyl]phenyl]-2,2-dimethylpropanamide | 1352451-29-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-[2-[(1R,2S)-2-hydroxy-1-phenyl-2-[4-(trifluoromethyl)phenyl]ethyl]phenyl]-2,2-dimethylpropanamide
• CAS: 1352451-29-6
• 化学式: C₂₆H₂₆F₃NO₂
• 分子量: 441.493
• InChiKey: LOIPSPSORCSIMV-DHIUTWEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[2-[(1R,2S)-2-hydroxy-1-phenyl-2-[4-(trifluoromethyl)phenyl]ethyl]phenyl]-2,2-dimethylpropanamide 在 三丁基膦 、 偶氮二甲酸二乙酯 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以152 mg的产率得到N-pivaloyl-(R)-3-phenyl-(R)-2-(4-trifluoromethylphenyl)indoline
  参考文献：
  名称：

  Mitsunobu cyclodehydration of N-pivaloyl-2-aminophenethyl alcohol for asymmetric synthesis of trans-2,3-disubstituted indolines

  摘要：

  Highly enantioenriched trans-2,3-disubstituted indolines have been prepared by Mitsunobu cyclodehydration of the amino alcohols obtained from (-)- or (+)-sparteine-mediated lithiation-substitution of ortho-alkyl substituted N-pivaloylanilines. Optimized cyclodehydration conditions are described, from which the combination of DEAD and PBu3 in CH3CN provides the best results. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.063
• 作为产物：
  描述：

  对三氟甲基苯甲醛 、 2-苄基-2,2-二甲基丙酰苯胺 在 正丁基锂 、 鹰爪豆碱 作用下， 以 正己烷 、 甲基叔丁基醚 为溶剂， 反应 1.33h， 以96%的产率得到
  参考文献：
  名称：

  Mitsunobu cyclodehydration of N-pivaloyl-2-aminophenethyl alcohol for asymmetric synthesis of trans-2,3-disubstituted indolines

  摘要：

  Highly enantioenriched trans-2,3-disubstituted indolines have been prepared by Mitsunobu cyclodehydration of the amino alcohols obtained from (-)- or (+)-sparteine-mediated lithiation-substitution of ortho-alkyl substituted N-pivaloylanilines. Optimized cyclodehydration conditions are described, from which the combination of DEAD and PBu3 in CH3CN provides the best results. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.063

文献信息

• Mitsunobu cyclodehydration of N-pivaloyl-2-aminophenethyl alcohol for asymmetric synthesis of trans-2,3-disubstituted indolines
  作者：Kyoung Hee Kang、Yelim Kim、Chan Im、Yong Sun Park

  DOI：10.1016/j.tet.2013.01.063

  日期：2013.3

  Highly enantioenriched trans-2,3-disubstituted indolines have been prepared by Mitsunobu cyclodehydration of the amino alcohols obtained from (-)- or (+)-sparteine-mediated lithiation-substitution of ortho-alkyl substituted N-pivaloylanilines. Optimized cyclodehydration conditions are described, from which the combination of DEAD and PBu3 in CH3CN provides the best results. (C) 2013 Elsevier Ltd. All rights reserved.