1-(2-叔丁基-6-乙基苯基)-1-甲基-3-苯基脲 | 1017952-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(2-叔丁基-6-乙基苯基)-1-甲基-3-苯基脲
• 英文名称: 1-(2-t-butyl-6-ethylphenyl)-1-methyl-3-phenylurea
• 英文别名: 1-(2-Tert-butyl-6-ethylphenyl)-1-methyl-3-phenylurea
• CAS: 1017952-97-4
• 化学式: C₂₀H₂₆N₂O
• 分子量: 310.439
• InChiKey: ZXSBRBJWUQONNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-叔丁基-6-乙基苯基)-1-甲基-3-苯基脲 、 苯亚甲基甲胺 在 仲丁基锂 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 2.25h， 以74%的产率得到1-(2-t-butyl-6-(1-methylamino-1-phenylprop-2-yl)phenyl)-1-methyl-3-phenylurea
  参考文献：
  名称：

  N,N′-Diarylureas: A New Family of Atropisomers Exhibiting Highly Diastereoselective Reactivity

  摘要：

  2,6-Disubstituted N-aryl ureas rotate slowly about their Ar-N bonds and can exist as separable atropisomers. They also react remarkably diastereoselectively, with the urea axis controlling new stereogenic centers with high fidelity in a variety of nucleophilic and electrophilic addition reactions. The sense of diastereoselectivity in lateral lithiation-electrophilic quench reactions is electrophile-dependent and appears to be the result of stereospecific reaction with one of two interconvertible diastereoisomeric organolithiums.

  DOI：

  10.1021/jo702706c
• 作为产物：
  描述：

  1-(2-tert-butylphenyl)-1-methyl-3-phenylurea 、 碘乙烷 在 仲丁基锂 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 2.25h， 以60%的产率得到1-(2-叔丁基-6-乙基苯基)-1-甲基-3-苯基脲
  参考文献：
  名称：

  N,N′-Diarylureas: A New Family of Atropisomers Exhibiting Highly Diastereoselective Reactivity

  摘要：

  2,6-Disubstituted N-aryl ureas rotate slowly about their Ar-N bonds and can exist as separable atropisomers. They also react remarkably diastereoselectively, with the urea axis controlling new stereogenic centers with high fidelity in a variety of nucleophilic and electrophilic addition reactions. The sense of diastereoselectivity in lateral lithiation-electrophilic quench reactions is electrophile-dependent and appears to be the result of stereospecific reaction with one of two interconvertible diastereoisomeric organolithiums.

  DOI：

  10.1021/jo702706c