N-α-acetyl-4-nitrohistidine methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-α-acetyl-4-nitrohistidine methyl ester
• 化学式: C₉H₁₂N₄O₅
• 分子量: 256.218
• InChiKey: WUCJDIORAOEXGM-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.46
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  127.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-α-acetyl-4-nitrohistidine methyl ester 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、1.03 MPa 条件下， 反应 26.5h， 生成 N-((S)-5-Oxo-1-propyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-b]pyridin-6-yl)-acetamide
  参考文献：
  名称：

  Synthesis and structural study of 6-amino-1,4,6,7-tetrahydroimidazo[4,5-b]pyridin-5-ones

  摘要：

  6-Amino-1,4,6,7-tetrahydroimidazo[4.5-b]pyridin-5-ones are new heterocyclic scaffolds,which can be used as conformationally restricted His analogues and as modified purines. We have prepared imidazopiperidones 7 using N-a-acetyl-4-nitrohistidine methyl ester as the starting material. NMR studies and molecular modelling calculations on a surrogate of the His-Gly dipeptide 10 are also commented. (C) 2002 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00788-8

文献信息

• Synthesis and structural study of 6-amino-1,4,6,7-tetrahydroimidazo[4,5-b]pyridin-5-ones
  作者：Carmen Escolano、Mario Rubiralta、Anna Diez

  DOI：10.1016/s0040-4039(02)00788-8

  日期：2002.6

  6-Amino-1,4,6,7-tetrahydroimidazo[4.5-b]pyridin-5-ones are new heterocyclic scaffolds,which can be used as conformationally restricted His analogues and as modified purines. We have prepared imidazopiperidones 7 using N-a-acetyl-4-nitrohistidine methyl ester as the starting material. NMR studies and molecular modelling calculations on a surrogate of the His-Gly dipeptide 10 are also commented. (C) 2002 Elsevier Science Ltd, All rights reserved.