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 | 134222-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 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
• 英文别名: [(2R,3R,4R)-4,5-diacetyloxy-3-[2-[(2R,3R,4R)-4,5-diacetyloxy-3-phenylmethoxyoxolan-2-yl]ethylsulfonyloxy]oxolan-2-yl]methyl benzoate
• CAS: 134222-29-0
• 化学式: C₃₃H₃₈O₁₆S
• 分子量: 722.721
• InChiKey: PQBDKYOWFNCLOZ-AMFGILKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  50.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  202.56
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  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 、 氨 、 四氯化锡 、 六甲基二硅氮烷 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 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：

  乙酸酐 、 在 吡啶 作用下， 生成 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
  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