((2S,3S,4S,5S)-3-(benzoyloxy)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl benzoate | 201287-83-4

• 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: ((2S,3S,4S,5S)-3-(benzoyloxy)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl benzoate
• 英文别名: Bz(-3)[Bz(-5)]L-Xylf(b)-thymin-1-yl；[(2S,3S,4S,5S)-3-benzoyloxy-4-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate
• CAS: 201287-83-4
• 化学式: C₂₄H₂₂N₂O₈
• 分子量: 466.447
• InChiKey: RBBIMNFXSLFWPO-HUUJSLGLSA-N

物化性质

• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  136.92
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  ((2S,3S,4S,5S)-3-(benzoyloxy)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl benzoate 在 吡啶 、 甲醇 、 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三(三甲基硅基)硅烷 、 二苯基磷酸 、 氨 、 溶剂黄146 、 三苯基膦 、 硫代氯甲酸苯酯 、 偶氮二甲酸二乙酯 作用下， 反应 6.0h， 生成 1-(3-azido-2,3-dideoxy-β-L-threo-pentofuranosyl)thymine
  参考文献：
  名称：

  New Unnatural L-Nucleoside Enantiomers:From Their Stereospecific Synthesis to Their Biological Activities

  摘要：

  Several purine and pyrimidine beta-L-dideoxynucleosides were stereospecifically synthesized and their antiviral properties examined. Two of them, namely beta-L-2', 3'-dideoxyadenosine (beta-L-ddA) and its 2',3'-didehydro derivative (beta-L-d4A) were found to have significant anti-human immunodeficiency virus (HIV) and anti-hepatitis B virus (HBV) activities in cell culture.

  DOI：

  10.1080/07328319708006190
• 作为产物：
  描述：

  胸腺嘧啶 在 硫酸氢铵 、 三氟甲磺酸三甲基硅酯 、 一水合肼 作用下， 以 吡啶 、 二氯甲烷 、 溶剂黄146 为溶剂， 生成 ((2S,3S,4S,5S)-3-(benzoyloxy)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl benzoate
  参考文献：
  名称：

  New Unnatural L-Nucleoside Enantiomers:From Their Stereospecific Synthesis to Their Biological Activities

  摘要：

  Several purine and pyrimidine beta-L-dideoxynucleosides were stereospecifically synthesized and their antiviral properties examined. Two of them, namely beta-L-2', 3'-dideoxyadenosine (beta-L-ddA) and its 2',3'-didehydro derivative (beta-L-d4A) were found to have significant anti-human immunodeficiency virus (HIV) and anti-hepatitis B virus (HBV) activities in cell culture.

  DOI：

  10.1080/07328319708006190

文献信息

• HALO-DEHYDRO-3'-DEOXYURACIL PHOSPHORAMIDATES AND RELATED COMPOUNDS AND THEIR USE IN TREATING MEDICAL CONDITIONS
  申请人：[en]ROME THERAPEUTICS, INC.

  公开号：WO2024107850A1

  公开（公告）日：2024-05-23

  Substituted halo-dehydro-3'-deoxyuracil phosphoramidates and related compounds, pharmaceutical compositions, their use for inhibiting LINE1 reverse transcriptase and/or HERV-K reverse transcriptase activity, and their use in the treatment of medical disorders, such as cancer, are disclosed herein.