[(2R,5S)-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate

• 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: [(2R,5S)-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate
• 化学式: C₁₆H₁₆N₂O₅
• 分子量: 316.313
• InChiKey: PBFATPYEUBCWJS-OCCSQVGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2R,5S)-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate 在 劳森试剂 、 氨 作用下， 生成 2(1H)-嘧啶酮,4-氨基-1-[(2S,5R)-四氢-5-(羟甲基)-2-呋喃基]-
  参考文献：
  名称：

  2'-and/or 3Y-Deoxy-β-L-pentofuranosyl Nucleoside Derivatives: Stereospecific Synthesis and Antiviral Activities

  摘要：

  Several L-enantiomers of nucleoside analogues were stereospecifically synthesized by a multi-step reaction from L-xylose and their antiviral properties were examined in vitro. Two of them, namely beta-L-2',3,-dideoxycytidine (beta-L-ddC) and its 5-fluoro derivative (beta-L-FddC) were found to have potent anti-human immunodeficiency virus (HIV) and significant antihepatitis B virus (HBV) activities in cell cultures.

  DOI：

  10.1080/15257779508012437
• 作为产物：
  描述：

  四氢糠醇苯甲酸酯 、 2,4-二(三甲硅氧基)嘧啶 在 氯 作用下， 生成 、 1-(5-O-benzoyl-2,3-dideoxy-α-D-glycero-pentofuranosyl)uracil 、 [(2R,5S)-5-(2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate
  参考文献：
  名称：

  嘧啶核苷的类似物。16.外消旋的2'，3'-二脱氧核苷及其衍生物

  摘要：

  DOI：

  10.1007/bf00513297

文献信息

• JPH01100191A
  申请人：——

  公开号：JPH01100191A

  公开（公告）日：1989-04-18
• JPS63284193A
  申请人：——

  公开号：JPS63284193A

  公开（公告）日：1988-11-21
• US4954485A
  申请人：——

  公开号：US4954485A

  公开（公告）日：1990-09-04
• Analogs of pyrimidine nucleosides. 16. Racemic 2?,3?-dideoxynucleosides and their derivatives
  作者：L. T. Kaulinya、�. �. Liepin'sh、M. Yu. Lidak、R. A. Zhuk

  DOI：10.1007/bf00513297

  日期：1982.1
• 2'-and/or 3Y-Deoxy-β-L-pentofuranosyl Nucleoside Derivatives: Stereospecific Synthesis and Antiviral Activities
  作者：Gilles Gosselin、Christophe Mathé、Marie-Christine Bergogne、Anne-Marie Aubertin、Andre Kirn、Jean-Pierre Sommadossi、Raymond Schinazi、Jean-Louis Imbach

  DOI：10.1080/15257779508012437

  日期：1995.5.1

  Several L-enantiomers of nucleoside analogues were stereospecifically synthesized by a multi-step reaction from L-xylose and their antiviral properties were examined in vitro. Two of them, namely beta-L-2',3,-dideoxycytidine (beta-L-ddC) and its 5-fluoro derivative (beta-L-FddC) were found to have potent anti-human immunodeficiency virus (HIV) and significant antihepatitis B virus (HBV) activities in cell cultures.