(4-{tris[2-(perfluorohexyl)ethyl]silyl}benzyl) (butyl)(ethyl)carbamate

• 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: (4-{tris[2-(perfluorohexyl)ethyl]silyl}benzyl) (butyl)(ethyl)carbamate
• 英文别名: [4-[tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]phenyl]methyl N-butyl-N-ethylcarbamate
• 化学式: C₃₈H₃₂F₃₉NO₂Si
• 分子量: 1303.7
• InChiKey: QJPAIPIMZKJSCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.49
• 重原子数：
  81
• 可旋转键数：
  29
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  41

反应信息

• 作为反应物：
  描述：

  (4-{tris[2-(perfluorohexyl)ethyl]silyl}benzyl) (butyl)(ethyl)carbamate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以80%的产率得到N-乙基正丁胺
  参考文献：
  名称：

  Perfluoro-Tagged Benzyloxycarbonyl Protecting Group and Its Application in Fluorous Biphasic Systems

  摘要：

  The synthesis of a new perfluoro-tagged benzyloxycarbonyl protecting group is reported, as well as its application in the parallel protection of amines. Isolation of the protected amines was performed by simple liquid-liquid extraction between perfluorinated and organic solvents, Deprotection was achieved by standard hydrogenolysis. The novel protecting group was also applied to cyclization protocols leading to quinazoline-2,4-diones. These products were isolated by simple extraction procedures.

  DOI：

  10.1002/1522-2675(200201)85:1<255::aid-hlca255>3.0.co;2-5
• 作为产物：
  描述：

  N-乙基正丁胺 、 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以91%的产率得到(4-{tris[2-(perfluorohexyl)ethyl]silyl}benzyl) (butyl)(ethyl)carbamate
  参考文献：
  名称：

  Perfluoro-Tagged Benzyloxycarbonyl Protecting Group and Its Application in Fluorous Biphasic Systems

  摘要：

  The synthesis of a new perfluoro-tagged benzyloxycarbonyl protecting group is reported, as well as its application in the parallel protection of amines. Isolation of the protected amines was performed by simple liquid-liquid extraction between perfluorinated and organic solvents, Deprotection was achieved by standard hydrogenolysis. The novel protecting group was also applied to cyclization protocols leading to quinazoline-2,4-diones. These products were isolated by simple extraction procedures.

  DOI：

  10.1002/1522-2675(200201)85:1<255::aid-hlca255>3.0.co;2-5

文献信息

• Perfluoro-Tagged Benzyloxycarbonyl Protecting Group and Its Application in Fluorous Biphasic Systems
  作者：Dominik Schwinn、Willi Bannwarth

  DOI：10.1002/1522-2675(200201)85:1<255::aid-hlca255>3.0.co;2-5

  日期：2002.1

  The synthesis of a new perfluoro-tagged benzyloxycarbonyl protecting group is reported, as well as its application in the parallel protection of amines. Isolation of the protected amines was performed by simple liquid-liquid extraction between perfluorinated and organic solvents, Deprotection was achieved by standard hydrogenolysis. The novel protecting group was also applied to cyclization protocols leading to quinazoline-2,4-diones. These products were isolated by simple extraction procedures.