5-(4-benzoylthio-1-butynyl)-2'-deoxycytidine | 647852-34-4

• 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: 5-(4-benzoylthio-1-butynyl)-2'-deoxycytidine
• 英文别名: Cytidine, 5-[4-(benzoylthio)-1-butynyl]-2'-deoxy-；S-[4-[4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-5-yl]but-3-ynyl] benzenecarbothioate
• CAS: 647852-34-4
• 化学式: C₂₀H₂₁N₃O₅S
• 分子量: 415.47
• InChiKey: QMRJWXCHCPOISF-GVDBMIGSSA-N

物化性质

• 沸点：
  649.1±65.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  151
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(4-benzoylthio-1-butynyl)-2'-deoxycytidine 在 4-二甲氨基吡啶 、 lithium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 为溶剂， 反应 7.83h， 生成 4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide
  参考文献：
  名称：

  C-5 Modified Nucleosides: Direct Insertion of Alkynyl-Thio Functionality in Pyrimidines

  摘要：

  A route is presented to append, in a single step, alkynyl thioesters to the 5-position of a pyrimidine ring of a nucleoside that is unprotected. These products should be useful to support in vitro selection experiments with functionalized DNA.

  DOI：

  10.1081/ncn-120022030
• 作为产物：
  描述：

  5-碘-2'-脱氧胞苷 、 homopropargyl thiobenzoate 在 四(三苯基膦)钯 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到5-(4-benzoylthio-1-butynyl)-2'-deoxycytidine
  参考文献：
  名称：

  C-5 Modified Nucleosides: Direct Insertion of Alkynyl-Thio Functionality in Pyrimidines

  摘要：

  A route is presented to append, in a single step, alkynyl thioesters to the 5-position of a pyrimidine ring of a nucleoside that is unprotected. These products should be useful to support in vitro selection experiments with functionalized DNA.

  DOI：

  10.1081/ncn-120022030

文献信息

• C-5 Modified Nucleosides: Direct Insertion of Alkynyl-Thio Functionality in Pyrimidines
  作者：Heike A. Held、Abhijit Roychowdhury、Steven A. Benner

  DOI：10.1081/ncn-120022030

  日期：2003.7.1

  A route is presented to append, in a single step, alkynyl thioesters to the 5-position of a pyrimidine ring of a nucleoside that is unprotected. These products should be useful to support in vitro selection experiments with functionalized DNA.