α-D-2',3'-dideoxy-4'-selenouridine | 1100359-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: α-D-2',3'-dideoxy-4'-selenouridine
• CAS: 1100359-01-0
• 化学式: C₉H₁₂N₂O₃Se
• 分子量: 275.166
• InChiKey: WFRJZDQHVBXOLF-XPUUQOCRSA-N

反应信息

• 作为产物：
  描述：

  α-D-5'-benzoyl-2',3'-dideoxy-4'-seleno-N3-benzoyluridine 在 氨 作用下， 以 甲醇 为溶剂， 以92%的产率得到α-D-2',3'-dideoxy-4'-selenouridine
  参考文献：
  名称：

  Design and synthesis of novel 2′,3′-dideoxy-4′-selenonucleosides as potential antiviral agents

  摘要：

  On the basis of potent anti-HIV activity of 2',3'-dideoxynucleosides (ddNs), their bioisosteric analogues, 2', 3'-dideoxy-4'-selenonucleosides (4'-seleno-ddNs) were first synthesized from a chiral template, D-glutamic acid using stereoselective ring-closure reaction of the dimesylate with Se-2 and Pummerer type condensation of the selenoxide with nucleobases as key steps. X-ray crystallographic analysis indicated that 4'-seleno-ddNs adopted the same C2'-endo/C3'-exo (South) conformation as anti-HIV active ddNs, but did not show anti-HIV activity, indicating that RT seems to prefer the C2'-exo/C3'-endo (North) conformation on binding with their triphosphates. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.034