Benzoic acid (2R,3R,4R,5R)-4-acetoxy-3-{2-[(2R,3R,4R,5R)-4-acetoxy-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-ethanesulfonyloxy}-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester | 134222-30-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Benzoic acid (2R,3R,4R,5R)-4-acetoxy-3-{2-[(2R,3R,4R,5R)-4-acetoxy-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-ethanesulfonyloxy}-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
• 英文别名: [(2R,3R,4R,5R)-4-acetyloxy-3-[2-[(2R,3R,4R,5R)-4-acetyloxy-5-(4-benzamido-2-oxopyrimidin-1-yl)-3-phenylmethoxyoxolan-2-yl]ethylsulfonyloxy]-5-(4-benzamido-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate
• CAS: 134222-30-3
• 化学式: C₅₁H₄₈N₆O₁₆S
• 分子量: 1033.04
• InChiKey: KBVVGNMDHZUQPE-GESRTTNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  74.0
• 可旋转键数：
  19.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  277.94
• 氢给体数：
  2.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (2R,3R,4R,5R)-4-acetoxy-3-{2-[(2R,3R,4R,5R)-4-acetoxy-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-ethanesulfonyloxy}-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以100%的产率得到2-[(2R,3S,4R,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-3-benzyloxy-4-hydroxy-tetrahydro-furan-2-yl]-ethanesulfonic acid (2R,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of nucleoside sulfonates and sulfones

  摘要：

  Sulfonate analogues of adenine, cytidine and guanine monophosphates have been synthesized for the first time. The synthesis of ribose 3-sulfonate, a synthesis of sulfonyl disaccharides and dinucleotides and an improved synthesis of a ribose 3-sulfone is also reported.

  DOI：

  10.1016/s0040-4039(00)79642-0
• 作为产物：
  描述：

  N4-苯甲酰基胞嘧啶 、 Benzoic acid (2R,3R,4R)-4,5-diacetoxy-3-[2-((2R,3R,4R)-4,5-diacetoxy-3-benzyloxy-tetrahydro-furan-2-yl)-ethanesulfonyloxy]-tetrahydro-furan-2-ylmethyl ester 在 吡啶 、 四氯化锡 、 六甲基二硅氮烷 作用下， 生成 Benzoic acid (2R,3R,4R,5R)-4-acetoxy-3-{2-[(2R,3R,4R,5R)-4-acetoxy-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-ethanesulfonyloxy}-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis of nucleoside sulfonates and sulfones

  摘要：

  Sulfonate analogues of adenine, cytidine and guanine monophosphates have been synthesized for the first time. The synthesis of ribose 3-sulfonate, a synthesis of sulfonyl disaccharides and dinucleotides and an improved synthesis of a ribose 3-sulfone is also reported.

  DOI：

  10.1016/s0040-4039(00)79642-0