tert-butyl (S)-(2-methyl-1-(1-octyl-1H-benzo[d]imidazol-2-yl)propyl)carbamate | 1448513-16-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: tert-butyl (S)-(2-methyl-1-(1-octyl-1H-benzo[d]imidazol-2-yl)propyl)carbamate
• CAS: 1448513-16-3
• 化学式: C₂₄H₃₉N₃O₂
• 分子量: 401.593
• InChiKey: XJFNNGADHIUQBX-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.62
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  56.15
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-(2-methyl-1-(1-octyl-1H-benzo[d]imidazol-2-yl)propyl)carbamate 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 1-[(1S)-2-methyl-1-(1-octylbenzimidazol-2-yl)propyl]-3-[3-[[(1S)-2-methyl-1-(1-octylbenzimidazol-2-yl)propyl]carbamoylamino]phenyl]urea
  参考文献：
  名称：

  l-Valine derived benzimidazole based bis-urea in enantioselective fluorescence sensing of L-tartrate

  摘要：

  L-Valine derived benzimidazole based bis-urea 1 has been designed and synthesized. The bis-urea 1 is found to act as enantioselective chemosensor for tartrate. The sensor shows greater fluorescence response for L-tartrate in DMSO. The enantiomeric fluorescence difference ratio (ef) has been determined to be 2.46. In comparison, less steric receptor 2 exhibits a marginal preference for D-tartrate over the L-tartrate in DMSO and validates the steric role of the substituents around the benzimidazole motif in 1 toward enantioselective recognition of tartrate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.087
• 作为产物：
  描述：

  (S)-tert-butyl 1-(2-aminophenylamino)-3-methyl-1-oxobutan-2-ylcarbamate 在 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 生成 tert-butyl (S)-(2-methyl-1-(1-octyl-1H-benzo[d]imidazol-2-yl)propyl)carbamate
  参考文献：
  名称：

  l-Valine derived benzimidazole based bis-urea in enantioselective fluorescence sensing of L-tartrate

  摘要：

  L-Valine derived benzimidazole based bis-urea 1 has been designed and synthesized. The bis-urea 1 is found to act as enantioselective chemosensor for tartrate. The sensor shows greater fluorescence response for L-tartrate in DMSO. The enantiomeric fluorescence difference ratio (ef) has been determined to be 2.46. In comparison, less steric receptor 2 exhibits a marginal preference for D-tartrate over the L-tartrate in DMSO and validates the steric role of the substituents around the benzimidazole motif in 1 toward enantioselective recognition of tartrate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.087