(+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]isocytosine | 1193397-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]isocytosine
• CAS: 1193397-11-3
• 化学式: C₂₃H₄₃N₃O₃Si₂
• 分子量: 465.784
• InChiKey: JPYQZSUNQUCOOQ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  (+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]isocytosine 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78%的产率得到(+/-)-5-[4,4-bis-(hydroxymethyl)-cyclopent-2-enyl]isocytosine
  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：

  碳酸胍 、 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以740 mg的产率得到(+/-)-5-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]isocytosine
  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