(S)-N-(1-((2-(tert-butyl)phenyl)amino)-3-methyl-1-oxobutan-2-yl)benzamide | 1229703-85-8

• 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: (S)-N-(1-((2-(tert-butyl)phenyl)amino)-3-methyl-1-oxobutan-2-yl)benzamide
• CAS: 1229703-85-8
• 化学式: C₂₂H₂₈N₂O₂
• 分子量: 352.477
• InChiKey: GCXMRXHILWQPTK-IBGZPJMESA-N

物化性质

• 沸点：
  573.0±43.0 °C(Predicted)
• 密度：
  1.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-N-(1-((2-(tert-butyl)phenyl)amino)-3-methyl-1-oxobutan-2-yl)benzamide 在 lithium aluminium tetrahydride 、 ammonium tetrafluoroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 88.0h， 生成 (S)-1-benzyl-3-(2-tert-butylphenyl)-5-isopropyl-4,5-dihydro-1H-imidazolium tetrafluoroborate
  参考文献：
  名称：

  Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

  摘要：

  The evaluation of a range of enantiomerically pure NHCs, prepared in situ from imidazolinium or triazolium salt precatalysts, to promote the catalytic enantioselective Steglich rearrangement of oxazolyl carbonates to their C-carboxyazlactones, is reported. Modest levels of enantioselectivity (up to 66% ee) are observed using oxazolidinone derived NHCs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.04.001
• 作为产物：
  描述：

  N-benzoyl-L-valine 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 反应 16.33h， 生成 (S)-N-(1-((2-(tert-butyl)phenyl)amino)-3-methyl-1-oxobutan-2-yl)benzamide
  参考文献：
  名称：

  Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

  摘要：

  The evaluation of a range of enantiomerically pure NHCs, prepared in situ from imidazolinium or triazolium salt precatalysts, to promote the catalytic enantioselective Steglich rearrangement of oxazolyl carbonates to their C-carboxyazlactones, is reported. Modest levels of enantioselectivity (up to 66% ee) are observed using oxazolidinone derived NHCs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.04.001

文献信息

• Chiral relay in NHC-mediated asymmetric β-lactam synthesis II; asymmetry from NHCs derived from acyclic 1,2-diamines
  作者：Nicolas Duguet、Adele Donaldson、Stuart M. Leckie、Eddy A. Kallström、Craig D. Campbell、Peter Shapland、Thomas B. Brown、Alexandra M.Z. Slawin、Andrew D. Smith

  DOI：10.1016/j.tetasy.2010.03.002

  日期：2010.3

  The synthesis of a range of imidazolinium salts derived from acyclic 1,2-diamines, and an evaluation of the reactivity and asymmetric induction of the corresponding NHCs as catalysts for the asymmetric synthesis of beta-lactams, is reported. An N-methyl-substituted NHC derived from (1R,2R)-1,2-diphenylethanediamine shows optimal reactivity and enantioselectivity in this series, in contrast to that observed with NHCs derived from (1R,2R)-cyclohexane-1,2-diamine. (C) 2010 Elsevier Ltd. All rights reserved.