[3-(4-chloro-phenyl)-oxiran-2-yl]-(3,4-dimethyl-phenyl)-methanone | 1027136-28-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [3-(4-chloro-phenyl)-oxiran-2-yl]-(3,4-dimethyl-phenyl)-methanone
• 英文别名: [3-(4-Chlorophenyl)oxiran-2-yl]-(3,4-dimethylphenyl)methanone
• CAS: 1027136-28-2
• 化学式: C₁₇H₁₅ClO₂
• 分子量: 286.758
• InChiKey: AAPQCCXZJBJCCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [3-(4-chloro-phenyl)-oxiran-2-yl]-(3,4-dimethyl-phenyl)-methanone 在 氢氧化钾 、 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 5-(4-chloro-phenyl)-7-(3,4-dimethyl-phenyl)-2-[4-fluoro-phenyl-methylidene]-tetrahydro-7H-thiazolo[3,2-a]pyrimidine-3,6-dione
  参考文献：
  名称：

  A Novel Synthesis of Some New Pyrimidine and Thiazolopyrimidine Derivatives for Anticancer Evaluation

  摘要：

  Diaryl-oxiran-2-yl methanones ( 2) were prepared and reacted with thiourea to give 2-thioxo-tetrahydro-pyrimidine-5(2H)-ones ( 3). The latter compounds reacted with bromoacetic acid to afford the title compounds ( 4). Also some new derivatives were prepared from the reaction of compounds ( 3) and ( 4) with different reagents. Compounds ( 3) were glycosidated with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosylbromide (alpha-ABG) to afford the corresponding nucleosides.

  DOI：

  10.1080/10426500701313912
• 作为产物：
  描述：

  3-(4-chlorophenyl)-1-(3,4-dimethylphenyl)-propenone 在 sodium hydroxide 、 双氧水 作用下， 以 甲醇 、 丙酮 为溶剂， 以85%的产率得到[3-(4-chloro-phenyl)-oxiran-2-yl]-(3,4-dimethyl-phenyl)-methanone
  参考文献：
  名称：

  A Novel Synthesis of Some New Pyrimidine and Thiazolopyrimidine Derivatives for Anticancer Evaluation

  摘要：

  Diaryl-oxiran-2-yl methanones ( 2) were prepared and reacted with thiourea to give 2-thioxo-tetrahydro-pyrimidine-5(2H)-ones ( 3). The latter compounds reacted with bromoacetic acid to afford the title compounds ( 4). Also some new derivatives were prepared from the reaction of compounds ( 3) and ( 4) with different reagents. Compounds ( 3) were glycosidated with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosylbromide (alpha-ABG) to afford the corresponding nucleosides.

  DOI：

  10.1080/10426500701313912

文献信息

• SnCl₄ or TiCl₄: highly efficient catalysts for the detetrahydropyranylation and demethoxymethylation of phenolic ethers and sequential one-pot asymmetric synthesis of 3-aryl-2-hydroxy-2,3-dihydroindan-1-ones from chalcone epoxides
  作者：Naseem Ahmed、Gulab Khushalrao Pathe、Sohan Jheeta

  DOI：10.1039/c5ra10499h

  日期：——

  SnCl₄ or TiCl₄ catalysts provide a rapid and efficient detetrahydropyranylation and demethoxymethylation of phenolic ethers and a sequential one-pot intramolecular Friedel–Crafts alkylation of chalcone epoxides under mild reaction conditions.

  在温和的反应条件下，SnCl4 或 TiCl4 催化剂可快速高效地实现酚醚的脱四氢吡喃化和脱甲氧基甲基化，以及查尔酮环氧化物的单锅顺序分子内 Friedel-Crafts 烷基化反应。