tert-butyl 4-mesitylpiperazine-1-carboxylate | 1121599-71-0

• 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-mesitylpiperazine-1-carboxylate
• 英文别名: Tert-butyl 4-(2,4,6-trimethylphenyl)piperazine-1-carboxylate；tert-butyl 4-(2,4,6-trimethylphenyl)piperazine-1-carboxylate
• CAS: 1121599-71-0
• 化学式: C₁₈H₂₈N₂O₂
• 分子量: 304.433
• InChiKey: CMIMBZCMPSBGLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  β-硝基苯乙烯 、 tert-butyl 4-mesitylpiperazine-1-carboxylate 在 4-二甲氨基吡啶 、 iron(III) chloride 、 二叔丁基过氧化物 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以53%的产率得到tert-butyl 4-mesityl-6-(2-nitro-1-phenylethyl)-3,4-dihydropyrazine-1(2H)-carboxylate
  参考文献：
  名称：

  Iron-Catalyzed Oxidative C(3)–H Functionalization of Amines

  摘要：

  Fe-catalyzed direct dehydrogenative C(3)-functionalization of tertiary arylamines was developed via activation of the sp(3) C(3)-H bond. The reaction is applicable to both cyclic and acyclic amines. The key process is the catalytic desaturative enamine formation from tertiary amines and position-selective C-C bond formation (addition to nitro olefins) at the beta-carbon. Products can be converted to versatile and unique nitrogen-containing molecules.

  DOI：

  10.1021/ol400568u
• 作为产物：
  描述：

  1-mesityl-4-tosylpiperazine 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 tert-butyl 4-mesitylpiperazine-1-carboxylate
  参考文献：
  名称：

  Iron-Catalyzed Oxidative C(3)–H Functionalization of Amines

  摘要：

  Fe-catalyzed direct dehydrogenative C(3)-functionalization of tertiary arylamines was developed via activation of the sp(3) C(3)-H bond. The reaction is applicable to both cyclic and acyclic amines. The key process is the catalytic desaturative enamine formation from tertiary amines and position-selective C-C bond formation (addition to nitro olefins) at the beta-carbon. Products can be converted to versatile and unique nitrogen-containing molecules.

  DOI：

  10.1021/ol400568u

文献信息

• Iron-Catalyzed Oxidative C(3)–H Functionalization of Amines
  作者：Noriaki Takasu、Kounosuke Oisaki、Motomu Kanai

  DOI：10.1021/ol400568u

  日期：2013.4.19

  Fe-catalyzed direct dehydrogenative C(3)-functionalization of tertiary arylamines was developed via activation of the sp(3) C(3)-H bond. The reaction is applicable to both cyclic and acyclic amines. The key process is the catalytic desaturative enamine formation from tertiary amines and position-selective C-C bond formation (addition to nitro olefins) at the beta-carbon. Products can be converted to versatile and unique nitrogen-containing molecules.