Methanesulfonic acid (2R,3R,5R)-2-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester | 136505-30-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: Methanesulfonic acid (2R,3R,5R)-2-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• 英文别名: [(2R,3R,5R)-2-[2-[(4-methoxyphenyl)-diphenylmethoxy]ethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] methanesulfonate
• CAS: 136505-30-1
• 化学式: C₃₂H₃₄N₂O₈S
• 分子量: 606.697
• InChiKey: VJMUYGPNWNZTAD-MPFGFTFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  125.92
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (2R,3R,5R)-2-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以74%的产率得到1-((2R,4S,5R)-4-Azido-5-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of 3′-azido-5′-homothymidine analogs

  摘要：

  1-(3'-azido-2',3',5'-trideoxy-beta-D-allofuranosyl) thymine 13, and 1-(3'-azido-3',5'-dideoxy-beta-D-(glucofuranosyl) thymine 20 and its 2'-O-methyl ether 22 were synthesized starting from 1,2-O-isopropylidene-alpha-D-glucopyranose and from 1,2-O-isopropylidene-alpha-D-allofuranose, respectively.

  DOI：

  10.1016/s0040-4039(00)92706-0
• 作为产物：
  描述：

  2-[(2R,3S,4R,5R)-3,4-diacetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]ethyl acetate 在 吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 、 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 8.5h， 生成 Methanesulfonic acid (2R,3R,5R)-2-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of 3′-azido-5′-homothymidine analogs

  摘要：

  1-(3'-azido-2',3',5'-trideoxy-beta-D-allofuranosyl) thymine 13, and 1-(3'-azido-3',5'-dideoxy-beta-D-(glucofuranosyl) thymine 20 and its 2'-O-methyl ether 22 were synthesized starting from 1,2-O-isopropylidene-alpha-D-glucopyranose and from 1,2-O-isopropylidene-alpha-D-allofuranose, respectively.

  DOI：

  10.1016/s0040-4039(00)92706-0