5-(Benzyloxycarbonyl-methyl-amino)-2-(carbamoylmethyl-amino)-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester | 554412-78-1

• 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: 5-(Benzyloxycarbonyl-methyl-amino)-2-(carbamoylmethyl-amino)-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 2-(2-amino-2-oxoethyl)imino-5-[methyl(phenylmethoxycarbonyl)amino]-4-oxo-1,3-diazinane-1-carboxylate；tert-butyl 2-(2-amino-2-oxoethyl)imino-5-[methyl(phenylmethoxycarbonyl)amino]-4-oxo-1,3-diazinane-1-carboxylate
• CAS: 554412-78-1
• 化学式: C₂₀H₂₇N₅O₆
• 分子量: 433.464
• InChiKey: SSZWVXFRGCMYGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(Benzyloxycarbonyl-methyl-amino)-2-(carbamoylmethyl-amino)-4-oxo-5,6-dihydro-4H-pyrimidine-1-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 、 silver perchlorate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 tert-butyl 2-(2-amino-2-oxoethyl)imino-5-[methyl-[(3S)-3-(phenylmethoxycarbonylamino)-6-[phenylmethoxycarbonyl-(N'-phenylmethoxycarbonylcarbamimidoyl)amino]hexanoyl]amino]-4-oxo-1,3-diazinane-1-carboxylate
  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 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 5-(Benzyloxycarbonyl-methyl-amino)-2-(carbamoylmethyl-amino)-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

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.