3'-deoxy-3'-S-(1-vinylsulphonyl)-5'-O-tritylthymidine | 170640-17-2

• 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: 3'-deoxy-3'-S-(1-vinylsulphonyl)-5'-O-tritylthymidine
• 英文别名: 1-[(2R,4S,5R)-4-ethenylsulfonyl-5-(trityloxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 170640-17-2
• 化学式: C₃₁H₃₀N₂O₆S
• 分子量: 558.655
• InChiKey: ZYWMNLBXLXRMBM-OZNIXHKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  40.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107.46
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3'-deoxy-3'-S-(1-vinylsulphonyl)-5'-O-tritylthymidine 在 sodium azide 、 硫酸 作用下， 以 甲醇 为溶剂， 以83%的产率得到3'-deoxy-3'-S-(2-azidoethylsulphonyl)-5'-O-tritylthymidine
  参考文献：
  名称：

  3′-Deoxy-3′-(vinylsulphonyl)thymidine — a new reactive analogue of AZT: its synthesis and reactivities towards various nucleophiles

  摘要：

  A reactive triatomic analogue of AZT, 3'-deoxy-3'-(vinylsulphonyl)thymidine has been synthesised from easily accessible starting material. The vinyl-sulphone nucleoside was reacted with a variety of nucleophiles to generate new classes of modified nucleosides where the functional soups were attached to the C-3' of a nucleoside through flexible ethyl sulphone spacer.

  DOI：

  10.1016/0040-4020(95)00403-u
• 作为产物：
  描述：

  Methanesulfonic acid 2-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-sulfonyl]-ethyl ester 在 吡啶 作用下， 反应 0.5h， 生成 3'-deoxy-3'-S-(1-vinylsulphonyl)-5'-O-tritylthymidine
  参考文献：
  名称：

  3′-Deoxy-3′-(vinylsulphonyl)thymidine — a new reactive analogue of AZT: its synthesis and reactivities towards various nucleophiles

  摘要：

  A reactive triatomic analogue of AZT, 3'-deoxy-3'-(vinylsulphonyl)thymidine has been synthesised from easily accessible starting material. The vinyl-sulphone nucleoside was reacted with a variety of nucleophiles to generate new classes of modified nucleosides where the functional soups were attached to the C-3' of a nucleoside through flexible ethyl sulphone spacer.

  DOI：

  10.1016/0040-4020(95)00403-u