3-[{(tert-butoxycarbonyl)oxy}methyl]phenyl N,N-diethylcarbamate | 1245824-32-1

• 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: 3-[{(tert-butoxycarbonyl)oxy}methyl]phenyl N,N-diethylcarbamate
• 英文别名: Tert-butyl [3-(diethylcarbamoyloxy)phenyl]methyl carbonate
• CAS: 1245824-32-1
• 化学式: C₁₇H₂₅NO₅
• 分子量: 323.389
• InChiKey: XZCFUTRZJMCSPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[{(tert-butoxycarbonyl)oxy}methyl]phenyl N,N-diethylcarbamate 、 联硼酸频那醇酯 在 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 作用下， 以 正己烷 为溶剂， 以91%的产率得到5-[{(tert-butoxycarbonyl)oxy}methyl]-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate
  参考文献：
  名称：

  Directed Ortho Borylation of Phenol Derivatives Catalyzed by a Silica-Supported Iridium Complex

  摘要：

  The directed ortho borylation of phenol derivatives protected with an N,N-diethylcarbamoyl group was efficiently catalyzed by an immobilized monophosphine-Ir system, which was prepared in situ from [Ir(OMe)(cod)](2) and a silica-supported, compact phosphine. The utility of the carbamoyloxy group as a leaving group for metal-catalyzed cross-coupling reactions was demonstrated by its utilization in the synthesis of a terphenyl derivative.

  DOI：

  10.1021/ol101493m