Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester | 488760-01-6

• 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-[5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
• 英文别名: [(2R,3S,4S,5R,6S)-6-[[5-acetyl-4-(4-chlorophenyl)-3-cyano-6-methyl-1,4-dihydropyridin-2-yl]sulfanyl]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate
• CAS: 488760-01-6
• 化学式: C₂₉H₃₁ClN₂O₁₀S
• 分子量: 635.092
• InChiKey: NQJDTFQNNXOELI-YFRFRNNYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  193
• 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-[5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester 在 air 、 氨 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.05h， 生成 5-acetyl-4-(4-chlorophenyl)-6-methyl-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylpyridine-3-carbonitrile
  参考文献：
  名称：

  FIRST GLYCOSIDE SYNTHESIS VIA PIPERIDINIUM SALTS OF HETEROCYCLIC NITROGEN BASES: THE SYNTHESIS OF A NEW CLASS OF DIHYDROPYRIDINE THIOGLYCOSIDES

  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/car-120013502
• 作为产物：
  描述：

  5-Acetyl-4-(4-chloro-phenyl)-2-mercapto-6-methyl-1,4-dihydro-pyridine-3-carbonitrile; compound with piperidine 、 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-[5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-1,4-dihydro-pyridin-2-ylsulfanyl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  FIRST GLYCOSIDE SYNTHESIS VIA PIPERIDINIUM SALTS OF HETEROCYCLIC NITROGEN BASES: THE SYNTHESIS OF A NEW CLASS OF DIHYDROPYRIDINE THIOGLYCOSIDES

  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/car-120013502