1-(2-tert-butyl-6-(methylthio)phenyl)-1-methyl-3-phenylurea

• 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: 1-(2-tert-butyl-6-(methylthio)phenyl)-1-methyl-3-phenylurea
• 英文别名: 1-(2-Tert-butyl-6-methylsulfanylphenyl)-1-methyl-3-phenylurea
• 化学式: C₁₉H₂₄N₂OS
• 分子量: 328.478
• InChiKey: XOGULGLMARIAOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-tert-butyl-6-(methylthio)phenyl)-1-methyl-3-phenylurea 在 bis(acetylacetonate)oxovanadium 、 (R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediamine 、 双氧水 作用下， 生成 1-(2-Tert-butyl-6-methylsulfinylphenyl)-1-methyl-3-phenylurea
  参考文献：
  名称：

  Enantiomerically enriched atropisomeric N,N′-diaryl ureas by oxidative kinetic resolution of their 2-sulfanyl derivatives

  摘要：

  Atropisomeric N-methyl-N,N'-diaryl ureas may be obtained in enantiomerically enriched form by oxidative kinetic resolution of their sulfide derivatives. The atropisomeric sulfides may be obtained in up to 97:3 er and display high stability to racemisation (half-lives at 25 degrees C of up to 500 years). Unlike related fully alkylated ureas, the product sulfoxides exhibit relatively weak thermodynamic conformational selectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.021
• 作为产物：
  描述：

  2-叔丁基苯胺 在 仲丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 反应 36.5h， 生成 1-(2-tert-butyl-6-(methylthio)phenyl)-1-methyl-3-phenylurea
  参考文献：
  名称：

  Ring-Selective Functionalization of N,N‘-Diarylureas by Regioselective N-Alkylation and Directed Ortho Metalation

  摘要：

  Unsymmetrical N,N'-diarylureas may be alkylated regioselectively at the more sterically congested nitrogen atom. The resulting mono-N-alkylated ureas undergo directed metalation (ortholithiation) with sec-BuLi to yield, on electrophilic quench, products functionalized regioselectively at the ring bearing the alkylated nitrogen atom.

  DOI：

  10.1021/ol0508025

文献信息

• Ring-Selective Functionalization of <i>N</i>,<i>N</i><i>‘</i>-Diarylureas by Regioselective N-Alkylation and Directed Ortho Metalation
  作者：Jonathan Clayden、Hazel Turner、Mark Pickworth、Thomas Adler

  DOI：10.1021/ol0508025

  日期：2005.7.1

  Unsymmetrical N,N'-diarylureas may be alkylated regioselectively at the more sterically congested nitrogen atom. The resulting mono-N-alkylated ureas undergo directed metalation (ortholithiation) with sec-BuLi to yield, on electrophilic quench, products functionalized regioselectively at the ring bearing the alkylated nitrogen atom.
• Enantiomerically enriched atropisomeric N,N′-diaryl ureas by oxidative kinetic resolution of their 2-sulfanyl derivatives
  作者：Jonathan Clayden、Hazel Turner

  DOI：10.1016/j.tetlet.2009.02.021

  日期：2009.7

  Atropisomeric N-methyl-N,N'-diaryl ureas may be obtained in enantiomerically enriched form by oxidative kinetic resolution of their sulfide derivatives. The atropisomeric sulfides may be obtained in up to 97:3 er and display high stability to racemisation (half-lives at 25 degrees C of up to 500 years). Unlike related fully alkylated ureas, the product sulfoxides exhibit relatively weak thermodynamic conformational selectivity. (C) 2009 Elsevier Ltd. All rights reserved.