(+/-)-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]acetic acid ethyl ester | 1193397-10-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (+/-)-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]acetic acid ethyl ester
• CAS: 1193397-10-2
• 化学式: C₂₃H₄₆O₄Si₂
• 分子量: 442.787
• InChiKey: UGGKCEPBNSVKKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.55
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (+/-)-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]acetic acid ethyl ester 、 甲酸乙酯 在 lithium diisopropyl amide 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成
  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]malonic acid diethyl ester 在 水 、 lithium chloride 作用下， 以 二甲基亚砜 为溶剂， 以79%的产率得到(+/-)-[4,4-bis-(tert-butyldimethylsilanyloxymethyl)-cyclopent-2-enyl]acetic acid ethyl ester
  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