methyl 2-(2-((2-(benzylthio)pyrimidin-4-yl)(2-methoxyethyl)amino)acetamido)acetate | 1373521-19-7

• 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: methyl 2-(2-((2-(benzylthio)pyrimidin-4-yl)(2-methoxyethyl)amino)acetamido)acetate
• CAS: 1373521-19-7
• 化学式: C₁₉H₂₄N₄O₄S
• 分子量: 404.49
• InChiKey: BBWPIWCIFFULFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  93.65
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  溴甲苯 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 51.0h， 生成 methyl 2-(2-((2-(benzylthio)pyrimidin-4-yl)(2-methoxyethyl)amino)acetamido)acetate
  参考文献：
  名称：

  4-Aminopyrimidine libraries from the Ugi-Smiles reaction of thiouracil

  摘要：

  The Ugi-Smiles reaction of S-benzyl thiouracil have been exploited in several three-step sequences for the preparation of aminopyrimidine libraries with high diversity. After the 4-component coupling, oxidation of the thioether to sulfone is followed by displacement of the latter by various carbon-centered nucleophiles (cyanide, malonate, boronic acids) or amines. The efficiency of the whole sequence was further demonstrated with one-pot procedures. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2018.04.058

文献信息

• Ugi-Smiles Coupling of Thiouracil Derivatives towards 2,4-Diamino Pyrimidines
  作者：Laurent Kaïm、Laurence Grimaud、Madjid Sidhoum

  DOI：10.1055/s-0031-1290347

  日期：2012.3

  Diaminopyrimidines could be synthesized via a multicomponentcoupling starting from S-alkyl thiouracilderivatives. The synthetic strategy based upon an Ugi-Smilescoupling, and subsequent oxidation of the adducts affords a versatileplatform for the preparation of various diaminopyrimidines withfive points of diversity. The whole sequence may be performed asa one-pot process.

  二氨基嘧啶可以通过从 S-烷基硫氧嘧啶衍生物开始的多组分偶联合成。基于 Ugi-Smilecoupling 和随后的加合物氧化的合成策略为制备具有五点多样性的各种二氨基嘧啶提供了一个通用平台。整个序列可以作为一锅法进行。