[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(3-cyano-6-phenyl-4-thiophen-2-ylpyridin-2-yl)sulfanyloxan-2-yl]methyl acetate | 618386-77-9

• 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: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(3-cyano-6-phenyl-4-thiophen-2-ylpyridin-2-yl)sulfanyloxan-2-yl]methyl acetate
• CAS: 618386-77-9
• 化学式: C₃₀H₂₈N₂O₉S₂
• 分子量: 624.692
• InChiKey: BSDWGEPQUUYZEH-WRHGPDBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  205
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(3-cyano-6-phenyl-4-thiophen-2-ylpyridin-2-yl)sulfanyloxan-2-yl]methyl acetate 在 氨 作用下， 以 甲醇 为溶剂， 以87%的产率得到6-phenyl-4-thiophen-2-yl-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylpyridine-3-carbonitrile
  参考文献：
  名称：

  A New Class of Dihydropyridine Thioglycosides via Piperidinium Salts

  摘要：

  A first reported method for preparation of a new class of thioglycosides via reaction of piperidinium salts of dihydropyridinethiones with 2,3,4,6-tetra-O-acetyl-alpha-D-gluco- and galactopyranosyl bromides has been studied. Comparison with the products obtained from silylated thiopyridines is made.

  DOI：

  10.1081/scc-120021503
• 作为产物：
  描述：

  Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(3-cyano-6-phenyl-4-thiophen-2-yl-1,4-dihydro-pyridin-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester 在 air 作用下， 以 乙醇 为溶剂， 反应 0.05h， 生成 [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(3-cyano-6-phenyl-4-thiophen-2-ylpyridin-2-yl)sulfanyloxan-2-yl]methyl acetate
  参考文献：
  名称：

  A New Class of Dihydropyridine Thioglycosides via Piperidinium Salts

  摘要：

  A first reported method for preparation of a new class of thioglycosides via reaction of piperidinium salts of dihydropyridinethiones with 2,3,4,6-tetra-O-acetyl-alpha-D-gluco- and galactopyranosyl bromides has been studied. Comparison with the products obtained from silylated thiopyridines is made.

  DOI：

  10.1081/scc-120021503

文献信息

• Synthesis of novel pyridine and pyrimidine thioglycoside phosphoramidates for the treatment of COVID-19 and influenza A viruses
  作者：Mamdouh A. Abu-Zaied、Galal H. Elgemeie、Fathi T. Halaweish、Sherif F. Hammad

  DOI：10.1080/15257770.2022.2085293

  日期：2022.9.2