(1-benzo[1,3]dioxol-5-yl-2-oxo-2-thiophen-2-yl-ethyl)-benzyl-carbamic acid phenyl ester | 1006593-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (1-benzo[1,3]dioxol-5-yl-2-oxo-2-thiophen-2-yl-ethyl)-benzyl-carbamic acid phenyl ester
• 英文别名: phenyl N-[1-(1,3-benzodioxol-5-yl)-2-oxo-2-thiophen-2-ylethyl]-N-benzylcarbamate
• CAS: 1006593-27-6
• 化学式: C₂₇H₂₁NO₅S
• 分子量: 471.533
• InChiKey: QDYWHMHFNODNLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  93.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1-benzo[1,3]dioxol-5-yl-2-oxo-2-thiophen-2-yl-ethyl)-benzyl-carbamic acid phenyl ester 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 生成 5-benzo[1,3]dioxol-5-yl-1-benzyl-4-thiophen-2-yl-1,3-dihydro-imidazol-2-one
  参考文献：
  名称：

  Palladium-Catalyzed Carbonylative Cross-Coupling with Imines:  A Multicomponent Synthesis of Imidazolones

  摘要：

  [GRAPHICS]The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.

  DOI：

  10.1021/jo701875b
• 作为产物：
  描述：

  一氧化碳 、 2-三丁基甲锡烷基噻吩 、 piperonal N-benzylimine 、 氯甲酸苯酯 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 四丁基溴化铵 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 20.0 ℃ 、103.42 kPa 条件下， 反应 24.0h， 以72%的产率得到(1-benzo[1,3]dioxol-5-yl-2-oxo-2-thiophen-2-yl-ethyl)-benzyl-carbamic acid phenyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Carbonylative Cross-Coupling with Imines:  A Multicomponent Synthesis of Imidazolones

  摘要：

  [GRAPHICS]The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.

  DOI：

  10.1021/jo701875b

文献信息

• Palladium-Catalyzed Carbonylative Cross-Coupling with Imines:  A Multicomponent Synthesis of Imidazolones
  作者：Ali R. Siamaki、Daniel A. Black、Bruce A. Arndtsen

  DOI：10.1021/jo701875b

  日期：2008.2.1

  [GRAPHICS]The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.