N-4-benzoyl-1-(2'-O-acetyl-3'-O-benzoyl-6',6'-dibromo-5',6'-dideoxy-β-D-ribo-5'-hexenofuranosyl)cytidine | 1146712-99-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: N-4-benzoyl-1-(2'-O-acetyl-3'-O-benzoyl-6',6'-dibromo-5',6'-dideoxy-β-D-ribo-5'-hexenofuranosyl)cytidine
• CAS: 1146712-99-3
• 化学式: C₂₆H₂₁Br₂N₃O₇
• 分子量: 647.277
• InChiKey: UQAHWPMZFUMTCG-QMBPOEKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  125.82
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N-4-benzoyl-1-(2'-O-acetyl-3'-O-benzoyl-6',6'-dibromo-5',6'-dideoxy-β-D-ribo-5'-hexenofuranosyl)cytidine 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以91%的产率得到1-(6',6'-dibromo-5',6'-dideoxy-β-D-ribo-5'-hexenofuranosyl)cytidine
  参考文献：
  名称：

  Developing an efficient route to the synthesis of nucleoside 1-alkynylphosphonates

  摘要：

  A series of ribonucleoside 1-alkynylphosphonates have been synthesized using a palladium-catalyzed phosphonylation of terminal 1,1-dibromo-1-alkene nucleosidic derivatives and high selectivity for product distribution was observed during this step. Both nucleosidic and osidic pathways were explored and the corresponding optimization study is reported herein. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.064
• 作为产物：
  描述：

  N4-苯甲酰基胞嘧啶 、 1,2-di-O-acetyl-3-O-benzoyl-6,6-dibromo-5,6-dideoxy-D-ribo-5'-hexenofuranose 在 N,O-双三甲硅基乙酰胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以69%的产率得到N-4-benzoyl-1-(2'-O-acetyl-3'-O-benzoyl-6',6'-dibromo-5',6'-dideoxy-β-D-ribo-5'-hexenofuranosyl)cytidine
  参考文献：
  名称：

  Developing an efficient route to the synthesis of nucleoside 1-alkynylphosphonates

  摘要：

  A series of ribonucleoside 1-alkynylphosphonates have been synthesized using a palladium-catalyzed phosphonylation of terminal 1,1-dibromo-1-alkene nucleosidic derivatives and high selectivity for product distribution was observed during this step. Both nucleosidic and osidic pathways were explored and the corresponding optimization study is reported herein. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.064