(2R,4S)-tert-butyl 4-((4-((2-(allyloxy)pyrimidin-4-yl)carbamoyl)phenyl)carbamoyl)-2-(tert-butyl)-4-methyloxazolidine-3-carboxylate | 1333077-66-9

• 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: (2R,4S)-tert-butyl 4-((4-((2-(allyloxy)pyrimidin-4-yl)carbamoyl)phenyl)carbamoyl)-2-(tert-butyl)-4-methyloxazolidine-3-carboxylate
• 英文别名: tert-butyl (2R,4S)-2-tert-butyl-4-methyl-4-[[4-[(2-prop-2-enoxypyrimidin-4-yl)carbamoyl]phenyl]carbamoyl]-1,3-oxazolidine-3-carboxylate
• CAS: 1333077-66-9
• 化学式: C₂₈H₃₇N₅O₆
• 分子量: 539.632
• InChiKey: WGOZLMDDJYIRBX-LXFBAYGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2R,4S)-tert-butyl 4-((4-((2-(allyloxy)pyrimidin-4-yl)carbamoyl)phenyl)carbamoyl)-2-(tert-butyl)-4-methyloxazolidine-3-carboxylate 在 盐酸 作用下， 以 水 为溶剂， 反应 0.25h， 以80%的产率得到(S)-3-hydroxy-2-methyl-1-oxo-1-((4-((2-oxo-1,2-dihydropyrimidin-4-yl)carbamoyl)phenyl)amino)propan-2-aminium chloride
  参考文献：
  名称：

  Synthesis of Cytimidine through a One-Pot Copper-Mediated Amidation Cascade

  摘要：

  A concise synthesis of cytimidine was developed utilizing tandem Cu-mediated N-aryl amidations followed by global deprotection. This sequence exploits a regioselective coupling of an iodobenzamide with a halopyrimidine that allows the union of three fragments in a single synthetic manipulation and will permit the efficient and rapid diversification of the cytimidine core.

  DOI：

  10.1021/ol2018196
• 作为产物：
  描述：

  (2R,4S)-3-(tert-butoxycarbonyl)-2-(tert-butyl)-4-methyloxazolidine-4-carboxylic acid 在 copper(l) iodide 、 草酰氯 、 potassium carbonate 、 三乙胺 、 N,N'-二甲基乙二胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 68.0h， 生成 (2R,4S)-tert-butyl 4-((4-((2-(allyloxy)pyrimidin-4-yl)carbamoyl)phenyl)carbamoyl)-2-(tert-butyl)-4-methyloxazolidine-3-carboxylate
  参考文献：
  名称：

  Synthesis of Cytimidine through a One-Pot Copper-Mediated Amidation Cascade

  摘要：

  A concise synthesis of cytimidine was developed utilizing tandem Cu-mediated N-aryl amidations followed by global deprotection. This sequence exploits a regioselective coupling of an iodobenzamide with a halopyrimidine that allows the union of three fragments in a single synthetic manipulation and will permit the efficient and rapid diversification of the cytimidine core.

  DOI：

  10.1021/ol2018196

文献信息

• Synthesis of Cytimidine through a One-Pot Copper-Mediated Amidation Cascade
  作者：Catherine M. Serrano、Ryan E. Looper

  DOI：10.1021/ol2018196

  日期：2011.10.7

  A concise synthesis of cytimidine was developed utilizing tandem Cu-mediated N-aryl amidations followed by global deprotection. This sequence exploits a regioselective coupling of an iodobenzamide with a halopyrimidine that allows the union of three fragments in a single synthetic manipulation and will permit the efficient and rapid diversification of the cytimidine core.