5-(Benzyloxycarbonyl-methyl-amino)-2-methylsulfanyl-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester | 554412-68-9

• 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: 5-(Benzyloxycarbonyl-methyl-amino)-2-methylsulfanyl-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 5-[methyl(phenylmethoxycarbonyl)amino]-2-methylsulfanyl-6-oxo-4,5-dihydropyrimidine-3-carboxylate；tert-butyl 5-[methyl(phenylmethoxycarbonyl)amino]-2-methylsulfanyl-6-oxo-4,5-dihydropyrimidine-3-carboxylate
• CAS: 554412-68-9
• 化学式: C₁₉H₂₅N₃O₅S
• 分子量: 407.491
• InChiKey: SFWCUCUTGIFTHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(Benzyloxycarbonyl-methyl-amino)-2-methylsulfanyl-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 2-(Carbamoylmethyl-amino)-5-methylamino-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  A new and convergent synthesis for 2,5-diamino-tetrahydropyrimidones

  摘要：

  AN1057A/B has shown potent activity against MRSA. A novel and concise route to the synthesis of its heterocycle core 2,5-diamino-5,6-dihydro-1H-pyrimidine-4-one is described. This methodology allows the synthesis of an array of analogs with different amine substitutions at the 2-position. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00226-0
• 作为产物：
  描述：

  Methyl 2-[methyl(phenylmethoxycarbonyl)amino]prop-2-enoate 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 5-(Benzyloxycarbonyl-methyl-amino)-2-methylsulfanyl-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  A new and convergent synthesis for 2,5-diamino-tetrahydropyrimidones

  摘要：

  AN1057A/B has shown potent activity against MRSA. A novel and concise route to the synthesis of its heterocycle core 2,5-diamino-5,6-dihydro-1H-pyrimidine-4-one is described. This methodology allows the synthesis of an array of analogs with different amine substitutions at the 2-position. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00226-0