<5'-(2)H2>-N⁴-Benzoylcytidine | 154988-36-0

• 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: <5'-(2)H2>-N⁴-Benzoylcytidine
• 英文别名: (5'-(2)H2)-N⁴-Benzoylcytidine；N-[1-[(2R,3R,4S,5R)-5-[dideuterio(hydroxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 154988-36-0
• 化学式: C₁₆H₁₇N₃O₆
• 分子量: 349.312
• InChiKey: BNXBRFDWSPXODM-ZGVZQSDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  132
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  <5'-(2)H2>-N⁴-Benzoylcytidine 生成 <5'-(2)H2>-N⁴-Benzoyl-2'-deoxycytidine
  参考文献：
  名称：

  General Approach to the Synthesis of Specifically Deuterium-Labeled Nucleosides

  摘要：

  Starting from D-(-)-ribose, a set of synthetic routes sharing common intermediates has been developed and exemplified in [5'-H-2(2)]-, [4'-H-2]-, [1'-H-2]-, (5'R)-[5'-H-2]-, and (5'S)-[5'-H-2]-N-4-benzoylcytidine and, by deoxygenation, their corresponding 2'-deoxynucleosides. These syntheses provide convenient access to millimolar quantities of deuterium/tritium-labeled natural or unnatural nucleosides for direct use or automated oligonucleotide synthesis.

  DOI：

  10.1021/jo00089a013
• 作为产物：
  描述：

  甲基-2,3-O-异亚丙基-D-呋喃核糖苷 在 ruthenium(IV) oxide 、 sodium periodate 、 lithium aluminium deuteride 、 三氟乙酸 作用下， 以 甲醇 、 四氯化碳 、 乙醚 、 乙腈 为溶剂， 反应 10.0h， 生成 <5'-(2)H2>-N⁴-Benzoylcytidine
  参考文献：
  名称：

  General Approach to the Synthesis of Specifically Deuterium-Labeled Nucleosides

  摘要：

  Starting from D-(-)-ribose, a set of synthetic routes sharing common intermediates has been developed and exemplified in [5'-H-2(2)]-, [4'-H-2]-, [1'-H-2]-, (5'R)-[5'-H-2]-, and (5'S)-[5'-H-2]-N-4-benzoylcytidine and, by deoxygenation, their corresponding 2'-deoxynucleosides. These syntheses provide convenient access to millimolar quantities of deuterium/tritium-labeled natural or unnatural nucleosides for direct use or automated oligonucleotide synthesis.

  DOI：

  10.1021/jo00089a013

文献信息

• General Approach to the Synthesis of Specifically Deuterium-Labeled Nucleosides
  作者：James J. De Voss、Jon J. Hangeland、Craig A. Townsend

  DOI：10.1021/jo00089a013

  日期：1994.5

  Starting from D-(-)-ribose, a set of synthetic routes sharing common intermediates has been developed and exemplified in [5'-H-2(2)]-, [4'-H-2]-, [1'-H-2]-, (5'R)-[5'-H-2]-, and (5'S)-[5'-H-2]-N-4-benzoylcytidine and, by deoxygenation, their corresponding 2'-deoxynucleosides. These syntheses provide convenient access to millimolar quantities of deuterium/tritium-labeled natural or unnatural nucleosides for direct use or automated oligonucleotide synthesis.