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 | 1616261-86-9

• 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: 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
• CAS: 1616261-86-9
• 化学式: C₂₄H₄₁N₃O₇Si₂
• 分子量: 539.776
• InChiKey: RYWOEGDUBCILEX-QMBPOEKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  120.88
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  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 4-二甲氨基吡啶 、 四丁基氟化铵 、 氨 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (5R,6R,8R,9S)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-9-hydroxy-8-(hydroxymethyl)-7-oxa-1-azaspiro[4.4]nonan-2-one
  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
• 作为产物：
  描述：

  ethyl 3-[(6aR,8R,9R,9aS)-9-amino-8-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2,2,4,4-tetrakis(propan-2-yl)-hexahydro-2H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]propanoate 在 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以710 mg的产率得到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
  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