benzyl 4-amino-1-methylimidazole-2-carboxylate | 128293-66-3

• 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: benzyl 4-amino-1-methylimidazole-2-carboxylate
• 英文别名: Benzyl 4-amino-1-methyl-1H-imidazole-2-carboxylate
• CAS: 128293-66-3
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: WEYJTDNLYYGJMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  benzyl 4-amino-1-methylimidazole-2-carboxylate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 4-甲酰胺基-1-甲基咪唑-2-羧酸
  参考文献：
  名称：

  Grehn, Leif; Ding, Lu; Ragnarsson, Ulf, Acta Chemica Scandinavica, 1990, vol. 44, # 1, p. 67 - 74

  摘要：

  DOI：
• 作为产物：
  描述：

  Benzyl 1-methyl-4-nitroimidazole-2-carboxylate 在 氧气 、 铂 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 benzyl 4-amino-1-methylimidazole-2-carboxylate
  参考文献：
  名称：

  N‐Formamido‐Containing Mono‐ and Diheterocyclic Pyrrole‐and Imidazole‐2‐carboxylic Acids as Building Blocks for Polyamide Synthesis

  摘要：

  Four N-formamido-containing mono-and diheterocyclic pyrrole- and imidazole-2-containing acids 1-4 were synthesized as intermediates for the preparation of polyamide molecules. The N-formamido-moiety forces the compounds to bind strongly as a stacked dimer, and in a staggered fashion, at specific sequences in the minor-groove of DNA. The acid moiety at the C-terminus of compounds enables these molecules to be coupled to amine-containing intermediates to form the amide linkages of the target polyamide. This convergent approach increases the synthetic diversity in polyamide chemistry by enabling one acid to be used with a variety of different C-terminus-functionalized intermediates.

  DOI：

  10.1080/00397910701648785

文献信息

• GREHN, LEIF;DING, LU;RAGNARSSON, ULF, ACTA CHEM. SCAND., 44,(1990) N, C. 67-74
  作者：GREHN, LEIF、DING, LU、RAGNARSSON, ULF

  DOI：——

  日期：——
• Grehn, Leif; Ding, Lu; Ragnarsson, Ulf, Acta Chemica Scandinavica, 1990, vol. 44, # 1, p. 67 - 74
  作者：Grehn, Leif、Ding, Lu、Ragnarsson, Ulf

  DOI：——

  日期：——
• <i>N</i><b>‐Formamido‐Containing Mono‐ and Diheterocyclic Pyrrole‐and Imidazole‐2‐carboxylic Acids as Building Blocks for Polyamide Synthesis</b>
  作者：Keith Mulder、Jim Sexton、Zarmeen Taherbhai、Justin Jones、Peter Uthe、Toni Brown、Moses Lee

  DOI：10.1080/00397910701648785

  日期：2007.12.1

  Four N-formamido-containing mono-and diheterocyclic pyrrole- and imidazole-2-containing acids 1-4 were synthesized as intermediates for the preparation of polyamide molecules. The N-formamido-moiety forces the compounds to bind strongly as a stacked dimer, and in a staggered fashion, at specific sequences in the minor-groove of DNA. The acid moiety at the C-terminus of compounds enables these molecules to be coupled to amine-containing intermediates to form the amide linkages of the target polyamide. This convergent approach increases the synthetic diversity in polyamide chemistry by enabling one acid to be used with a variety of different C-terminus-functionalized intermediates.