p-methoxyphenyl N-p-tolylcarbamate | 217088-67-0

• 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: p-methoxyphenyl N-p-tolylcarbamate
• 英文别名: 4-methoxyphenyl N-(4-methylphenyl)carbamate；(4-methoxyphenyl) N-(4-methylphenyl)carbamate
• CAS: 217088-67-0
• 化学式: C₁₅H₁₅NO₃
• 分子量: 257.289
• InChiKey: DTOBNISPSWGGRC-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C(Solv: benzene (71-43-2))
• 沸点：
  373.6±42.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-methoxyphenyl N-p-tolylcarbamate 在 甲基三氯硅烷 、 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 对甲苯异氰酸酯
  参考文献：
  名称：

  Multilevel Selectivity in the Mild and High-Yielding Chlorosilane-Induced Cleavage of Carbamates to Isocyanates

  摘要：

  The silane-induced cleavage of a series of N-p-tolylcarbamates and N-phenethylcarbamates to isocyanates has been investigated as a function of chlorosilane, carbamate substituent, and reaction conditions. Reaction yields were determined from the isolated ureas, which were formed by trapping the Corresponding isocyanates with isobutylamine. Under room-temperature conditions, multilevel selectivity in carbamate activation has been demonstrated. This selectivity together with the generality of the methodology enhances the utility of carbamates as synthetic intermediates and protecting groups. To demonstrate the effectiveness of this selectivity, a series of biscarbamates were selectively monoactivated to isocyanates in excellent yields.

  DOI：

  10.1021/jo981816+
• 作为产物：
  描述：

  对甲苯异氰酸酯 、 4-甲氧基苯酚 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以71%的产率得到p-methoxyphenyl N-p-tolylcarbamate
  参考文献：
  名称：

  N，O-二芳基氨基甲酸酯自发直接转化为N，N'-二芳基脲。

  摘要：

  我们已经发现N，O-二芳基氨基甲酸酯的自发反应以提供对称的N，N′-二芳基脲。条件的优化表明，N，N-二甲基甲酰胺（DMF）是最佳溶剂，三乙胺（Et3N）是该转化的最佳添加剂。该反应需要在氨基甲酸酯的氮和氧原子上存在芳基。在这些条件下，两个芳基上均带有供电子甲氧基的底物反应缓慢。

  DOI：

  10.1248/cpb.c18-00394

文献信息

• METHODS FOR TREATING HEPATITIS C
  申请人：Karp Gary M.

  公开号：US20100292187A1

  公开（公告）日：2010-11-18

  The present invention provides compounds, pharmaceutical compositions, and methods of using such compounds or compositions for treating infection by a virus, or for affecting viral IRES activity.

  本发明提供了化合物、药物组合物以及使用这些化合物或组合物治疗病毒感染或影响病毒IRES活性的方法。
• US7973069B2
  申请人：——

  公开号：US7973069B2

  公开（公告）日：2011-07-05
• Multilevel Selectivity in the Mild and High-Yielding Chlorosilane-Induced Cleavage of Carbamates to Isocyanates
  作者：Pek Y. Chong、Slawomir Z. Janicki、Peter A. Petillo

  DOI：10.1021/jo981816+

  日期：1998.11.1

  The silane-induced cleavage of a series of N-p-tolylcarbamates and N-phenethylcarbamates to isocyanates has been investigated as a function of chlorosilane, carbamate substituent, and reaction conditions. Reaction yields were determined from the isolated ureas, which were formed by trapping the Corresponding isocyanates with isobutylamine. Under room-temperature conditions, multilevel selectivity in carbamate activation has been demonstrated. This selectivity together with the generality of the methodology enhances the utility of carbamates as synthetic intermediates and protecting groups. To demonstrate the effectiveness of this selectivity, a series of biscarbamates were selectively monoactivated to isocyanates in excellent yields.
• Spontaneous and Direct Transformation of <i>N</i>,<i>O</i>-Diaryl Carbamates into <i>N</i>,<i>N</i>′-Diarylureas
  作者：Ryu Yamasaki、Yutaka Honjo、Ai Ito、Kazuo Fukuda、Iwao Okamoto

  DOI：10.1248/cpb.c18-00394

  日期：2018.9.1

  discovered a spontaneous reaction of N,O-diaryl carbamates to afford symmetrical N,N'-diarylureas. Optimization of the conditions indicated that N,N-dimethylformamide (DMF) was the best solvent and triethylamine (Et3N) was the best additive for this transformation. The reaction requires the presence of aryl groups on the nitrogen and oxygen atoms of carbamates. Substrates bearing an electron-donating

  我们已经发现N，O-二芳基氨基甲酸酯的自发反应以提供对称的N，N′-二芳基脲。条件的优化表明，N，N-二甲基甲酰胺（DMF）是最佳溶剂，三乙胺（Et3N）是该转化的最佳添加剂。该反应需要在氨基甲酸酯的氮和氧原子上存在芳基。在这些条件下，两个芳基上均带有供电子甲氧基的底物反应缓慢。