5-甲基-尿苷-1'-13C | 201996-60-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 中文名称: 5-甲基-尿苷-1'-13C
• 英文名称: [1'-13C]ribothymidine
• 英文别名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)(213C)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 201996-60-3
• 化学式: C₁₀H₁₄N₂O₆
• 分子量: 259.22
• InChiKey: DWRXFEITVBNRMK-MWOHCMKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-甲基-尿苷-1'-13C 在 吡啶 、 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  PhenylsulfenylD-ribofuranosides as efficient ribosyl donors: Application to the synthesis of [1′,-13C]-(deoxy)nucleosides

  摘要：

  Readily available phenylsulfenyl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. The method has been applied to the synthesis of [1'-C-13] labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction.

  DOI：

  10.1016/s0040-4039(00)79089-7
• 作为产物：
  描述：

  Acetyl <1-(13)C>-2,3,5-tri-O-benzoyl-β-D-ribofuranoside 在 吡啶 、 sodium hydroxide 、 三氟甲磺酸三甲基硅酯 、 三氟化硼乙醚 、 碳酸氢钠 、 间氯过氧苯甲酸 、 六甲基二硅氮烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.16h， 生成 5-甲基-尿苷-1'-13C
  参考文献：
  名称：

  PhenylsulfenylD-ribofuranosides as efficient ribosyl donors: Application to the synthesis of [1′,-13C]-(deoxy)nucleosides

  摘要：

  Readily available phenylsulfenyl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. The method has been applied to the synthesis of [1'-C-13] labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction.

  DOI：

  10.1016/s0040-4039(00)79089-7

文献信息

• PhenylsulfenylD-ribofuranosides as efficient ribosyl donors: Application to the synthesis of [1′,-13C]-(deoxy)nucleosides
  作者：Luc Chanteloup、Jean-Marie Beau

  DOI：10.1016/s0040-4039(00)79089-7

  日期：1992.9

  Readily available phenylsulfenyl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. The method has been applied to the synthesis of [1'-C-13] labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction.