5-Furan-2-yl-3-(2-methoxy-phenyl)-7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one | 281225-30-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-Furan-2-yl-3-(2-methoxy-phenyl)-7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one
• 英文别名: 5-(furan-2-yl)-3-(2-methoxyphenyl)-7-phenyl-2-sulfanylidene-1H-pyrido[2,3-d]pyrimidin-4-one
• CAS: 281225-30-7
• 化学式: C₂₄H₁₇N₃O₃S
• 分子量: 427.483
• InChiKey: WDYYJEHOOHUJPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  99.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3,5-tri-O-benzoyl-β-D-ribofuranosyl bromide 、 5-Furan-2-yl-3-(2-methoxy-phenyl)-7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以73%的产率得到[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-[5-(furan-2-yl)-3-(2-methoxyphenyl)-4-oxo-7-phenyl-2-sulfanylidenepyrido[2,3-d]pyrimidin-1-yl]oxolan-2-yl]methyl benzoate
  参考文献：
  名称：

  SYNTHESIS OF RIBONUCLEOSIDES OF 2-THIOXOPYRIDO [2,3-d]PYRIMIDINES BY PHASE TRANSFER CATALYSIS AND THEIR ANTIMICROBIAL ACTIVITY

  摘要：

  The ribonucleosides viz; 2-thioxo-3,5,7-trisubstituted-1-(2,3,5-tri-O-benzoyl-beta -D-ribofuranosyl)pyrido[2,3-d]pyrimidine-4 (1H)-ones have been synthesized via phase transfer ribosylation of 2-thioxo- 3,5,7-trisubstituted pyrido[2,3-d]pyrimidine-4(IH)-ones with 2,3,5-tri-O-benzoyl-beta -D- ribofuranosyl bromide in biphasic solvent such as CH2Cl2-50% aqueous NaOH using tetrabutylammonium bromide as phase transfer catalysis (PTC). The synthesized compounds have been characterized by elemental analyses, spectral data and screened for their antimicrobial activity.

  DOI：

  10.1080/10426509808033729
• 作为产物：
  描述：

  (2E)-3-(2-呋喃基)-1-苯基-2-丙烯-1-酮 在 氢氧化钾 、 ammonium acetate 作用下， 以 二苯醚 、 乙醇 为溶剂， 反应 53.0h， 生成 5-Furan-2-yl-3-(2-methoxy-phenyl)-7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  SYNTHESIS OF RIBONUCLEOSIDES OF 2-THIOXOPYRIDO [2,3-d]PYRIMIDINES BY PHASE TRANSFER CATALYSIS AND THEIR ANTIMICROBIAL ACTIVITY

  摘要：

  The ribonucleosides viz; 2-thioxo-3,5,7-trisubstituted-1-(2,3,5-tri-O-benzoyl-beta -D-ribofuranosyl)pyrido[2,3-d]pyrimidine-4 (1H)-ones have been synthesized via phase transfer ribosylation of 2-thioxo- 3,5,7-trisubstituted pyrido[2,3-d]pyrimidine-4(IH)-ones with 2,3,5-tri-O-benzoyl-beta -D- ribofuranosyl bromide in biphasic solvent such as CH2Cl2-50% aqueous NaOH using tetrabutylammonium bromide as phase transfer catalysis (PTC). The synthesized compounds have been characterized by elemental analyses, spectral data and screened for their antimicrobial activity.

  DOI：

  10.1080/10426509808033729