Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-6-ethyl-4-(4-methoxy-phenyl)-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester | 674769-16-5

• 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,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-6-ethyl-4-(4-methoxy-phenyl)-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
• 英文别名: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[[3-cyano-6-ethyl-4-(4-methoxyphenyl)-1,4-dihydropyridin-2-yl]sulfanyl]oxan-2-yl]methyl acetate
• CAS: 674769-16-5
• 化学式: C₂₉H₃₄N₂O₁₀S
• 分子量: 602.662
• InChiKey: KKYNKWKGVMFLEB-XFPYSFAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  185
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-6-ethyl-4-(4-methoxy-phenyl)-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 以88%的产率得到6-Ethyl-4-(4-methoxy-phenyl)-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-1,4-dihydro-pyridine-3-carbonitrile
  参考文献：
  名称：

  A Convenient Method for the Synthesis of 2-(β-D-Glycopyranosylthio) Pyridines

  摘要：

  Treatment of piperidinium salts of dihydropyridinethiolates 3 with glycosyl bromides 4 in dry acetone provides a convenient and high yielding synthesis of 1,4-dihydro-3-cyanopyridine thioglycosides 5. The structures of 5 were confirmed by oxidation as well as by H-1 NMR and C-13 NMR spectral analysis.

  DOI：

  10.1081/ncn-120023269
• 作为产物：
  描述：

  、 2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物 以 丙酮 为溶剂， 生成 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-6-ethyl-4-(4-methoxy-phenyl)-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  A Convenient Method for the Synthesis of 2-(β-D-Glycopyranosylthio) Pyridines

  摘要：

  Treatment of piperidinium salts of dihydropyridinethiolates 3 with glycosyl bromides 4 in dry acetone provides a convenient and high yielding synthesis of 1,4-dihydro-3-cyanopyridine thioglycosides 5. The structures of 5 were confirmed by oxidation as well as by H-1 NMR and C-13 NMR spectral analysis.

  DOI：

  10.1081/ncn-120023269