ethyl 5-(3-methoxyphenyl)-7-methyl-3-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate | 1420034-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 5-(3-methoxyphenyl)-7-methyl-3-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate
• 英文别名: ethyl 5-(3-methoxyphenyl)-7-methyl-3-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS: 1420034-55-4
• 化学式: C₂₃H₂₂N₂O₃S
• 分子量: 406.505
• InChiKey: TWABKWPWNZOTIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  phenyl(phenylethynyl)iodonium tosylate 、 ethyl 4-(3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以76%的产率得到ethyl 5-(3-methoxyphenyl)-7-methyl-3-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate
  参考文献：
  名称：

  New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts

  摘要：

  A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-alpha]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl)iodonium tosylates as synthon of alkynyl cation. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.098

文献信息

• New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts
  作者：Amol V. Shelke、Bhagyashree Y. Bhong、Nandkishor N. Karade

  DOI：10.1016/j.tetlet.2012.11.098

  日期：2013.2

  A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-alpha]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl)iodonium tosylates as synthon of alkynyl cation. (c) 2012 Elsevier Ltd. All rights reserved.