{[2-(4-methoxyphenyl)-5-methyl-3H-imidazole-4-carbonyl]amino}-phenylacetic acid methyl ester | 618904-94-2

• 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: {[2-(4-methoxyphenyl)-5-methyl-3H-imidazole-4-carbonyl]amino}-phenylacetic acid methyl ester
• 英文别名: methyl (2S)-2-[[2-(4-methoxyphenyl)-5-methyl-1H-imidazole-4-carbonyl]amino]-3-phenylpropanoate
• CAS: 618904-94-2
• 化学式: C₂₂H₂₃N₃O₄
• 分子量: 393.442
• InChiKey: KMKBORIUZFLCCD-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {[2-(4-methoxyphenyl)-5-methyl-3H-imidazole-4-carbonyl]amino}-phenylacetic acid methyl ester 在 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 、 sodium hydride 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 7-allyl-6-benzyl-3-(4-methoxyphenyl)-1-methyl-6,7-dihydro-5H-imidazo[1,5-a]pyrazin-8-one
  参考文献：
  名称：

  Novel Synthetic Approach to 6,7-Dihydro-5H-imidazo[1,5-a]-pyrazin-8-ones

  摘要：

  [GRAPHICS]A novel route to highly substituted chiral 6,7-dihydro-5H-imidazo[1,5-a]pyrazine-8-ones starting from Meldrum's acid is disclosed. The key features of the methodology are the incorporation of amino esters as a chiral pool and facile mild intramolecular cyclization to form the pyrazine ring. Incorporation of various substituents at different stages of the synthesis from various building block sets makes this methodology readily amenable to parallel synthesis.

  DOI：

  10.1021/ol035455i
• 作为产物：
  描述：

  2-(3-oxo-butyrylamino)-3-phenylpropionic acid methyl ester 在 三乙胺 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 、 乙腈 为溶剂， 反应 1.75h， 生成 {[2-(4-methoxyphenyl)-5-methyl-3H-imidazole-4-carbonyl]amino}-phenylacetic acid methyl ester
  参考文献：
  名称：

  Novel Synthetic Approach to 6,7-Dihydro-5H-imidazo[1,5-a]-pyrazin-8-ones

  摘要：

  [GRAPHICS]A novel route to highly substituted chiral 6,7-dihydro-5H-imidazo[1,5-a]pyrazine-8-ones starting from Meldrum's acid is disclosed. The key features of the methodology are the incorporation of amino esters as a chiral pool and facile mild intramolecular cyclization to form the pyrazine ring. Incorporation of various substituents at different stages of the synthesis from various building block sets makes this methodology readily amenable to parallel synthesis.

  DOI：

  10.1021/ol035455i