4-N-[2-(2-nitrophenyl)propyloxycarbonyl]-2'-deoxycytidine

• 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-[2-(2-nitrophenyl)propyloxycarbonyl]-2'-deoxycytidine
• 英文别名: 2-(2-nitrophenyl)propyl N-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]carbamate
• 化学式: C₁₉H₂₂N₄O₈
• 分子量: 434.406
• InChiKey: UCMUDIKRWNPIEV-NKBVYPNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  167
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2'-脱氧胞苷盐酸盐 、 2-(2-硝基苯基)-2-甲基乙基氯甲酸酯 在 吡啶 、 三甲基氯硅烷 、 水 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到4-N-[2-(2-nitrophenyl)propyloxycarbonyl]-2'-deoxycytidine
  参考文献：
  名称：

  Phototriggers for Nucleobases with Improved Photochemical Properties

  摘要：

  Synthesis and photochemical properties of new photoremovable protecting groups for nucleobases are described. Four caged 2'-deoxycytidines (dCs) were synthesized, and their photochemical properties were measured under simulated physiological conditions. Two new coumarin-caged dCs show better photochemical and photophysical properties than those of the caged dCs having previously reported caging groups.

  DOI：

  10.1021/ol702106t

文献信息

• Phototriggers for Nucleobases with Improved Photochemical Properties
  作者：Toshiaki Furuta、Takayoshi Watanabe、Satoshi Tanabe、Jun Sakyo、Chie Matsuba

  DOI：10.1021/ol702106t

  日期：2007.11.1

  Synthesis and photochemical properties of new photoremovable protecting groups for nucleobases are described. Four caged 2'-deoxycytidines (dCs) were synthesized, and their photochemical properties were measured under simulated physiological conditions. Two new coumarin-caged dCs show better photochemical and photophysical properties than those of the caged dCs having previously reported caging groups.