tert-butyl 4-(2-methyl-3-morpholinophenyl)piperazine-1-carboxylate | 1020180-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(2-methyl-3-morpholinophenyl)piperazine-1-carboxylate
• 英文别名: Tert-butyl 4-(2-methyl-3-morpholin-4-ylphenyl)piperazine-1-carboxylate
• CAS: 1020180-18-0
• 化学式: C₂₀H₃₁N₃O₃
• 分子量: 361.484
• InChiKey: NAVQQUGLTQAXOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-methyl-3-morpholinophenyl)piperazine-1-carboxylate 在 盐酸 作用下， 以 甲醇 、 乙醚 、 乙酸甲酯 为溶剂， 生成 4-(2-Methyl-3-piperazin-1-ylphenyl)morpholine
  参考文献：
  名称：

  Palladium-catalyzed monoamination of dihalogenated benzenes

  摘要：

  The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd(2)dba(3) and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.070
• 作为产物：
  描述：

  N-(3-bromo-2-methylphenyl)morpholine 、 N-Boc-哌嗪 在 tris-(dibenzylideneacetone)dipalladium(0) sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以93%的产率得到tert-butyl 4-(2-methyl-3-morpholinophenyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Palladium-catalyzed monoamination of dihalogenated benzenes

  摘要：

  The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd(2)dba(3) and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.070

文献信息

• Palladium-catalyzed monoamination of dihalogenated benzenes
  作者：Simon Birksø Larsen、Benny Bang-Andersen、Tommy Nørskov Johansen、Morten Jørgensen

  DOI：10.1016/j.tet.2008.01.070

  日期：2008.3

  The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd(2)dba(3) and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations. (C) 2008 Elsevier Ltd. All rights reserved.