ethyl 5-(3,4-dimethoxyphenyl)-7-methyl-3-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate | 1420034-57-6

• 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: ethyl 5-(3,4-dimethoxyphenyl)-7-methyl-3-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate
• 英文别名: Ethyl 5-(3,4-dimethoxyphenyl)-7-methyl-3-phenyl-5h-thiazolo[3,2-a]pyrimidine-6-carboxylate；ethyl 5-(3,4-dimethoxyphenyl)-7-methyl-3-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS: 1420034-57-6
• 化学式: C₂₄H₂₄N₂O₄S
• 分子量: 436.532
• InChiKey: JDGVIQWDKATGOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  85.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(3,4-dimethoxy-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 、 phenyl(phenylethynyl)iodonium tosylate 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以80%的产率得到ethyl 5-(3,4-dimethoxyphenyl)-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

• Crystal structure, DFT study, and Hirshfeld surface analysis of ethyl 5-(3,4-dimethoxyphenyl)-7-methyl-3-phenyl-5H-thiazolo[ 3,2-A]pyrimidine-6-carboxylate
  作者：A. Shelke、N. N. Karade、P. Kr. Dutta、S. P. Bahekar、H. S. Chandak

  DOI：10.1134/s0022476615070033

  日期：2015.12

  The structural characterization of fused thiazolopyrimidine 1 (C24H24N2O4S) is performed using the single crystal X-ray study, the DFT calculation, and the Hirshfeld surface analysis. The molecular packing of the crystal is mainly stabilized by C-HaEuro broken vertical bar O and C-HaEuro broken vertical bar pi interactions. A DFT calculated HOMO-LUMO energy gap of 3.90 eV indicates a high kinetic stability of the compound. The 3D Hirshfeld surfaces and the associated 2D fingerprint plots are investigated for short contact interactions. The relative contribution of different interactions to the Hirshfeld surface indicates that the HaEuro broken vertical bar H, CaEuro broken vertical bar H, and OaEuro broken vertical bar H contacts account for about 83.4% of the total Hirshfeld surface area.