(1R,2R,3aR,6R,7aS)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(propan-2-yloxy)-tetrahydro-2H-spiro[furo[3,2-d][1,3,2[5]]dioxaphosphinine-1,2'-pyrrolidine]-5,6'-dione | 1616261-92-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2R,3aR,6R,7aS)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(propan-2-yloxy)-tetrahydro-2H-spiro[furo[3,2-d][1,3,2[5]]dioxaphosphinine-1,2'-pyrrolidine]-5,6'-dione
• CAS: 1616261-92-7
• 化学式: C₁₅H₂₀N₃O₈P
• 分子量: 401.313
• InChiKey: QSULIDLKOVBIPF-SYNYGAKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.03
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  137.95
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  1-[(1R,2R,3aR,9aS)-5-oxo-6,6,8,8-tetrakis(propan-2-yl)hexahydrospiro[furo[3,2-f][1,3,5,2,4]trioxadisilocine-1,2-yrrolidine]-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione 在 吡啶 、 4,5-二氰基咪唑 、 水 、 碘 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 乙腈 为溶剂， 反应 4.5h， 生成 (1R,2R,3aR,6R,7aS)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(propan-2-yloxy)-tetrahydro-2H-spiro[furo[3,2-d][1,3,2[5]]dioxaphosphinine-1,2'-pyrrolidine]-5,6'-dione 、 (1R,2R,3aR,6S,7aS)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(propan-2-yloxy)-tetrahydro-2H-spiro[furo[3,2-d][1,3,2[5]]dioxaphosphinine-1,2-pyrrolidine]-5-dione
  参考文献：
  名称：

  Syntheses of nucleosides with 2′-spirolactam and 2′-spiropyrrolidine moieties as potential inhibitors of hepatitis C virus NS5B polymerase

  摘要：

  To discover novel nucleosides as potential antiviral agents, 2'-spirolactam and 2'-spiropyrrolidine-containing nucleoside analogs were envisioned. Efficient synthetic routes were developed with an epoxide opening as the key step to establish the quaternary center at the 2' position, leading to the design and synthesis of uridine analogs 8 and 21, prodrugs 13-16, and cytidine analog 11. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.051