tert-butyl N-[2-(3-chloro-4-methoxy-5-methylphenyl)-4-methoxyphenyl]carbamate | 151692-25-0

• 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: tert-butyl N-[2-(3-chloro-4-methoxy-5-methylphenyl)-4-methoxyphenyl]carbamate
• CAS: 151692-25-0
• 化学式: C₂₀H₂₄ClNO₄
• 分子量: 377.868
• InChiKey: DWGFYWWJLQKSDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-(3-chloro-4-methoxy-5-methylphenyl)-4-methoxyphenyl]carbamate 在 potassium amide 作用下， 以 氨 为溶剂， 反应 3.0h， 以99%的产率得到2,6-二甲氧基-3-甲基-9H-咔唑
  参考文献：
  名称：

  A Regiospecific Synthesis of Carbazoles via Consecutive Palladium-catalyzed Cross-coupling and Aryne-mediated Cyclization

  摘要：

  A regiospecific synthesis of carbazoles has been developed using palladium-catalyzed cross-coupling of N-(tert-butoxycarbonyl)-2-tributylstannylanilines with 2- or 3-bromochlorobenzene followed by aryne-mediated cyclization as the key reactions. The carbazole alkaloids, glycozolinine and glycozolidine, were synthesized using this procedure.

  DOI：

  10.3987/com-93-6368
• 作为产物：
  描述：

  2-氯-6-甲酚 在 bis-triphenylphosphine-palladium(II) chloride 、 三丁基氯化锡 、 叔丁基锂 、 potassium carbonate 、 benzyltrimethylazanium tribroman-2-uide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 9.0h， 生成 tert-butyl N-[2-(3-chloro-4-methoxy-5-methylphenyl)-4-methoxyphenyl]carbamate
  参考文献：
  名称：

  A Regiospecific Synthesis of Carbazoles via Consecutive Palladium-catalyzed Cross-coupling and Aryne-mediated Cyclization

  摘要：

  A regiospecific synthesis of carbazoles has been developed using palladium-catalyzed cross-coupling of N-(tert-butoxycarbonyl)-2-tributylstannylanilines with 2- or 3-bromochlorobenzene followed by aryne-mediated cyclization as the key reactions. The carbazole alkaloids, glycozolinine and glycozolidine, were synthesized using this procedure.

  DOI：

  10.3987/com-93-6368

文献信息

• A Regiospecific Synthesis of Carbazoles via Consecutive Palladium-catalyzed Cross-coupling and Aryne-mediated Cyclization
  作者：Masatomo Iwao、Hirokazu Takehara、Sunao Furukawa、Mitsuaki Watanabe

  DOI：10.3987/com-93-6368

  日期：——

  A regiospecific synthesis of carbazoles has been developed using palladium-catalyzed cross-coupling of N-(tert-butoxycarbonyl)-2-tributylstannylanilines with 2- or 3-bromochlorobenzene followed by aryne-mediated cyclization as the key reactions. The carbazole alkaloids, glycozolinine and glycozolidine, were synthesized using this procedure.