Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-(4-chloro-phenylazo)-3-cyano-4-methyl-2-oxo-6-phenyl-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester | 170871-39-3

• 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 (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-(4-chloro-phenylazo)-3-cyano-4-methyl-2-oxo-6-phenyl-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester
• CAS: 170871-39-3
• 化学式: C₃₃H₃₁ClN₄O₁₀
• 分子量: 679.083
• InChiKey: MTCYKGBOQAWCAG-XAEVNMDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  48.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  184.94
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-(4-chloro-phenylazo)-3-cyano-4-methyl-2-oxo-6-phenyl-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 以90%的产率得到5-(4-Chloro-phenylazo)-4-methyl-2-oxo-6-phenyl-1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-1,2-dihydro-pyridine-3-carbonitrile
  参考文献：
  名称：

  Nucleic Acid Related Compounds: A Convenient Synthesis of 3-Deazauridine Analogues

  摘要：

  A novel synthesis of 3-deazapyrimidine glycosides utilizing pyridine-2(1H)-ones or their sodium salts and alpha-halomonosugars namely D-glucose or D-galactose as starting components is described.

  DOI：

  10.1080/15257779508010684
• 作为产物：
  描述：

  1-苯基-1,2,3-丁烷三酮,2-[(4-氯苯基)腙] 在 sodium ethanolate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-(4-chloro-phenylazo)-3-cyano-4-methyl-2-oxo-6-phenyl-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Nucleic Acid Related Compounds: A Convenient Synthesis of 3-Deazauridine Analogues

  摘要：

  A novel synthesis of 3-deazapyrimidine glycosides utilizing pyridine-2(1H)-ones or their sodium salts and alpha-halomonosugars namely D-glucose or D-galactose as starting components is described.

  DOI：

  10.1080/15257779508010684