3-[3-(3-methoxy-phenyl)-thioureido]-propanoic acid | 52060-70-5

• 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: 3-[3-(3-methoxy-phenyl)-thioureido]-propanoic acid
• 英文别名: 3-[(3-Methoxyphenyl)carbamothioylamino]propanoic acid
• CAS: 52060-70-5
• 化学式: C₁₁H₁₄N₂O₃S
• 分子量: 254.31
• InChiKey: HMTAKILLNJQNIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[3-(3-methoxy-phenyl)-thioureido]-propanoic acid 、 异丁酸酐 反应 1.0h， 以60%的产率得到1-isobutyryl-3-(3-methoxy-phenyl)-dihydropyrimidine-2,4-dione
  参考文献：
  名称：

  Formation of dihydrouracils via cyclization of N-substituted 3-thioureidopropanoic acids and facile desulfurization

  摘要：

  Cyclization of N-3 substituted 3-thioureidopropanoic acids in isobutyric anhydride at high temperature resulted in the unexpected formation of N-3, N-1-substituted dihydrouracils, as confirmed by thorough spectroscopic characterization. A mechanism based on the identification of intermediates observed at lower reaction temperatures is proposed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.042
• 作为产物：
  描述：

  3-甲氧基异硫氰酸苯酯 、 β-丙氨酸 生成 3-[3-(3-methoxy-phenyl)-thioureido]-propanoic acid
  参考文献：
  名称：

  Formation of dihydrouracils via cyclization of N-substituted 3-thioureidopropanoic acids and facile desulfurization

  摘要：

  Cyclization of N-3 substituted 3-thioureidopropanoic acids in isobutyric anhydride at high temperature resulted in the unexpected formation of N-3, N-1-substituted dihydrouracils, as confirmed by thorough spectroscopic characterization. A mechanism based on the identification of intermediates observed at lower reaction temperatures is proposed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.042

文献信息

• Formation of dihydrouracils via cyclization of N-substituted 3-thioureidopropanoic acids and facile desulfurization
  作者：Carina M.L. Delpiccolo、Fernando Albericio、Robert A. Schiksnis、Enrique L. Michelotti

  DOI：10.1016/j.tet.2007.06.042

  日期：2007.9

  Cyclization of N-3 substituted 3-thioureidopropanoic acids in isobutyric anhydride at high temperature resulted in the unexpected formation of N-3, N-1-substituted dihydrouracils, as confirmed by thorough spectroscopic characterization. A mechanism based on the identification of intermediates observed at lower reaction temperatures is proposed. (C) 2007 Elsevier Ltd. All rights reserved.