4-N-trifluoroacetyl-2',3',5'-tri-O-benzoylcytidine | 870135-05-0

• 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: 4-N-trifluoroacetyl-2',3',5'-tri-O-benzoylcytidine
• 英文别名: [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-[2-oxo-4-[(2,2,2-trifluoroacetyl)amino]pyrimidin-1-yl]oxolan-2-yl]methyl benzoate
• CAS: 870135-05-0
• 化学式: C₃₂H₂₄F₃N₃O₉
• 分子量: 651.552
• InChiKey: LRPAQHSYIPJTFQ-VNSJUHMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  47
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4-N-trifluoroacetyl-2',3',5'-tri-O-benzoylcytidine 在 吡啶 、 水 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 4-N-pivalyl-2',3',5'-tri-O-benzoylcytidine
  参考文献：
  名称：

  Hydrothermal Deamidation of 4-N-Acylcytosine Nucleoside Derivatives:  Efficient Synthesis of Uracil Nucleoside Esters

  摘要：

  [GRAPHICS]N,O-Peracylated cytidine and 2'-deoxycytidine derivatives in superheated water/DME solutions (oil bath at 125 degrees C) undergo hydrolytic deamidation (and/or N-deacylation). Acylated starting materials derived from arylcarboxylic acids give the corresponding uridine esters cleanly, and such derivatives crystallize selectively from the cooled reaction mixtures in high yields.

  DOI：

  10.1021/ol0518378
• 作为产物：
  描述：

  4-N-pivalyl-2',3',5'-tri-O-benzoylcytidine 在 吡啶 、 水 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 12.25h， 生成 4-N-trifluoroacetyl-2',3',5'-tri-O-benzoylcytidine
  参考文献：
  名称：

  Hydrothermal Deamidation of 4-N-Acylcytosine Nucleoside Derivatives:  Efficient Synthesis of Uracil Nucleoside Esters

  摘要：

  [GRAPHICS]N,O-Peracylated cytidine and 2'-deoxycytidine derivatives in superheated water/DME solutions (oil bath at 125 degrees C) undergo hydrolytic deamidation (and/or N-deacylation). Acylated starting materials derived from arylcarboxylic acids give the corresponding uridine esters cleanly, and such derivatives crystallize selectively from the cooled reaction mixtures in high yields.

  DOI：

  10.1021/ol0518378

文献信息

• Hydrothermal Deamidation of 4-<i>N</i>-Acylcytosine Nucleoside Derivatives:  Efficient Synthesis of Uracil Nucleoside Esters
  作者：Ireneusz Nowak、Morris J. Robins

  DOI：10.1021/ol0518378

  日期：2005.10.1

  [GRAPHICS]N,O-Peracylated cytidine and 2'-deoxycytidine derivatives in superheated water/DME solutions (oil bath at 125 degrees C) undergo hydrolytic deamidation (and/or N-deacylation). Acylated starting materials derived from arylcarboxylic acids give the corresponding uridine esters cleanly, and such derivatives crystallize selectively from the cooled reaction mixtures in high yields.