Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-5-(4-methoxy-phenylazo)-4,6-diphenyl-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester | 444102-95-8

• 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: Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-5-(4-methoxy-phenylazo)-4,6-diphenyl-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
• 英文别名: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[3-cyano-5-[(4-methoxyphenyl)diazenyl]-4,6-diphenylpyridin-2-yl]sulfanyloxan-2-yl]methyl acetate
• CAS: 444102-95-8
• 化学式: C₃₉H₃₆N₄O₁₀S
• 分子量: 752.802
• InChiKey: BCPLHQLJKPERLV-TWMFCQFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  54
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  210
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-5-(4-methoxy-phenylazo)-4,6-diphenyl-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 以86%的产率得到5-(4-Methoxy-phenylazo)-4,6-diphenyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-nicotinonitrile
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL EVALUATION OF S-GLYCOSYLATED PYRIDINES

  摘要：

  The formation of thioglycosides 7a-j and 10a-j via the reaction of sodium salts of thiopyridines 3a-e with glycosyl bromides 6a,b has been studied. Comparison with the products obtained from silylated thiopyridines 8a-e and peracetylated sugars 9a,b is made. C-13 NMR was utilized to elucidate the proposed structures of the products.

  DOI：

  10.1081/ncn-120003286
• 作为产物：
  描述：

  5-(4-Methoxy-phenylazo)-4,6-diphenyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile 在 硫酸氢铵 、 四氯化锡 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-5-(4-methoxy-phenylazo)-4,6-diphenyl-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL EVALUATION OF S-GLYCOSYLATED PYRIDINES

  摘要：

  The formation of thioglycosides 7a-j and 10a-j via the reaction of sodium salts of thiopyridines 3a-e with glycosyl bromides 6a,b has been studied. Comparison with the products obtained from silylated thiopyridines 8a-e and peracetylated sugars 9a,b is made. C-13 NMR was utilized to elucidate the proposed structures of the products.

  DOI：

  10.1081/ncn-120003286