Thiocarbonic acid O-[(2R,3R,4S,5R)-4-hydroxy-5-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester | 136505-27-6

• 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: Thiocarbonic acid O-[(2R,3R,4S,5R)-4-hydroxy-5-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester
• 英文别名: 1-[(2R,3R,4S,5R)-4-hydroxy-5-[2-[(4-methoxyphenyl)-diphenylmethoxy]ethyl]-3-phenoxycarbothioyloxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 136505-27-6
• 化学式: C₃₈H₃₆N₂O₈S
• 分子量: 680.778
• InChiKey: MBEVXJYQEBBLPX-NAEZBXHCSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  49.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  121.24
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Thiocarbonic acid O-[(2R,3R,4S,5R)-4-hydroxy-5-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester 在 吡啶 、 sodium azide 、 偶氮二异丁腈 、 三正丁基氢锡 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.5h， 生成 1-(3'-azido-2',3',5'-trideoxy-β-D-allofuranosyl)thymine
  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 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 4.5h， 生成 Thiocarbonic acid O-[(2R,3R,4S,5R)-4-hydroxy-5-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl 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