3'-(ethylthio)-3'-deoxythymidine | 70465-86-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3'-(ethylthio)-3'-deoxythymidine
• 英文别名: S-ethyl-3'-thiothymidine；S-ethyl-3'-thio-thymidine；Thymidine, 3'-S-ethyl-3'-thio-；1-[(2R,4S,5R)-4-ethylsulfanyl-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 70465-86-0
• 化学式: C₁₂H₁₈N₂O₄S
• 分子量: 286.352
• InChiKey: ZWPXGLDYWMZUND-KXUCPTDWSA-N

物化性质

• 密度：
  1.36±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3'-(ethylthio)-3'-deoxythymidine 在 三乙胺 、 甲胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 S-ethyl-3'-thio-5'-amino-5'-deoxythymidine
  参考文献：
  名称：

  Artificial Nucleosides Possessing Metal Binding Sites at the 3‘- and 5‘-Positions of the Deoxyribose Moieties

  摘要：

  This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3',5'-hydroxy groups of natural 2'-deoxythymidine or 2'-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3',5'-dithiothymidine, 1, with Au-I are also reported.

  DOI：

  10.1021/jo026026l
• 作为产物：
  描述：

  2-deoxy-D-ribose 在 吡啶 、 三正丁胺 、 四磷十氧化物 、 三氟甲磺酸三甲基硅酯 、 氨 、 水 作用下， 以 氯仿 为溶剂， 生成 3'-(ethylthio)-3'-deoxythymidine
  参考文献：
  名称：

  Pedersen, Erik B.; Dueholm, Kim L.; El-Emam, Ali, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 465 - 466

  摘要：

  DOI：

文献信息

• Artificial Nucleosides Possessing Metal Binding Sites at the 3‘- and 5‘-Positions of the Deoxyribose Moieties
  作者：Jun-ya Chiba、Kentaro Tanaka、Yukinori Ohshiro、Ryosuke Miyake、Shuichi Hiraoka、Motoo Shiro、Mitsuhiko Shionoya

  DOI：10.1021/jo026026l

  日期：2003.1.1

  This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3',5'-hydroxy groups of natural 2'-deoxythymidine or 2'-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3',5'-dithiothymidine, 1, with Au-I are also reported.
• Pedersen, Erik B.; Dueholm, Kim L.; El-Emam, Ali, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 465 - 466
  作者：Pedersen, Erik B.、Dueholm, Kim L.、El-Emam, Ali、Kofoed, Thomas、El-Torgoman, Abdel-Moneim A.-M.、et al.

  DOI：——

  日期：——