(+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enyl]uracil | 1193397-15-7

• 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: (+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enyl]uracil
• CAS: 1193397-15-7
• 化学式: C₂₃H₄₂N₂O₄Si₂
• 分子量: 466.768
• InChiKey: OLENCYXPNMELLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  84.18
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enyl]uracil 在 四丁基氟化铵 、 甲醇 、 silica gel 作用下， 以 四氢呋喃 、 乙腈 、 二氯甲烷 为溶剂， 以76%的产率得到(+/-)-5-[4,4-bis-(hydroxymethyl)-cyclopent-2-enyl]uracil
  参考文献：
  名称：

  Synthesis and Anti-Hiv Activity of 4′-Modified Cyclopentenyl PyrimidineC-Nucleosides

  摘要：

  Novel syntheses of 4-modified cyclopentenyl pyrimidine C-nucleosides were performed via C-C bond formation using S(N)2 alkylation via the key intermediate mesylates 6 and 16, which were prepared,from acyclic ketone derivatives. When antiviral evaluation of synthesized, compound was performed against various viruses such as HIV-1, HSV-1 and HSV-2, isocytidine analogue 20 showed, moderate anti-HIV activity in CEM cell line (EC50 = 13.1 mu mol).

  DOI：

  10.1080/15257770902946058
• 作为产物：
  描述：

  (+/-)-2-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]-3-methoxy-acrylic acid ethyl ester 、 尿素 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以35%的产率得到(+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enyl]uracil
  参考文献：
  名称：

  Synthesis and Anti-Hiv Activity of 4′-Modified Cyclopentenyl PyrimidineC-Nucleosides

  摘要：

  Novel syntheses of 4-modified cyclopentenyl pyrimidine C-nucleosides were performed via C-C bond formation using S(N)2 alkylation via the key intermediate mesylates 6 and 16, which were prepared,from acyclic ketone derivatives. When antiviral evaluation of synthesized, compound was performed against various viruses such as HIV-1, HSV-1 and HSV-2, isocytidine analogue 20 showed, moderate anti-HIV activity in CEM cell line (EC50 = 13.1 mu mol).

  DOI：

  10.1080/15257770902946058