Methyl-[4-oxo-2-(2-oxo-pyrrolidin-1-yl)-1,4,5,6-tetrahydro-pyrimidin-5-yl]-carbamic acid benzyl ester | 554412-86-1

• 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: Methyl-[4-oxo-2-(2-oxo-pyrrolidin-1-yl)-1,4,5,6-tetrahydro-pyrimidin-5-yl]-carbamic acid benzyl ester
• 英文别名: benzyl N-methyl-N-[6-oxo-2-(2-oxopyrrolidin-1-yl)-4,5-dihydro-1H-pyrimidin-5-yl]carbamate
• CAS: 554412-86-1
• 化学式: C₁₇H₂₀N₄O₄
• 分子量: 344.37
• InChiKey: IZGIDUJATNTJJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl-[4-oxo-2-(2-oxo-pyrrolidin-1-yl)-1,4,5,6-tetrahydro-pyrimidin-5-yl]-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 silver perchlorate 、 palladium dichloride 作用下， 以 甲醇 为溶剂， 生成 (S)-3-Amino-6-guanidino-hexanoic acid methyl-[4-oxo-2-(2-oxo-pyrrolidin-1-yl)-1,4,5,6-tetrahydro-pyrimidin-5-yl]-amide
  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：

  5-(Benzyloxycarbonyl-methyl-amino)-2-methylsulfanyl-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 Methyl-[4-oxo-2-(2-oxo-pyrrolidin-1-yl)-1,4,5,6-tetrahydro-pyrimidin-5-yl]-carbamic acid benzyl 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

文献信息

• A new and convergent synthesis for 2,5-diamino-tetrahydropyrimidones
  作者：Lianhong Xu、Lijun Zhang、Clifford M. Bryant、Choung U. Kim

  DOI：10.1016/s0040-4039(03)00226-0

  日期：2003.3

  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.