acetic acid 4,4-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-furan-2-yl ester | 1245906-89-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: acetic acid 4,4-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-furan-2-yl ester
• CAS: 1245906-89-1
• 化学式: C₂₁H₄₄O₅Si₂
• 分子量: 432.748
• InChiKey: FHJLDNOAKYPCLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-氯嘌呤 、 acetic acid 4,4-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-furan-2-yl ester 在 硫酸氢铵 、 六甲基二硅氮烷 、 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以31%的产率得到6-chloro-9-[(2RS,5SR)-4,4-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-furan-2-yl]purine
  参考文献：
  名称：

  Synthesis and In Vitro Activity of 4′ and 5′-Modified Analogues of Apiosyl Nucleosides as Potent Anti-HCV Agents

  摘要：

  Novel doubly branched apio dideoxynucleosides were synthesized starting from 1,3-dihydroxyacetone using an ozonolysis and Grignard addition as key steps, and evaluated for anti-hepatitis C virus (HCV) activity. The adenine derivative 24 showed significant anti-HCV activity, indicating that the branches at the 4',5'-position of the apiosyl ring led to favorable interaction with HCV polymerase.

  DOI：

  10.1080/15257770903396725
• 作为产物：
  描述：

  4,4-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-furan-2-ol 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以86%的产率得到acetic acid 4,4-bis-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-furan-2-yl ester
  参考文献：
  名称：

  Synthesis and In Vitro Activity of 4′ and 5′-Modified Analogues of Apiosyl Nucleosides as Potent Anti-HCV Agents

  摘要：

  Novel doubly branched apio dideoxynucleosides were synthesized starting from 1,3-dihydroxyacetone using an ozonolysis and Grignard addition as key steps, and evaluated for anti-hepatitis C virus (HCV) activity. The adenine derivative 24 showed significant anti-HCV activity, indicating that the branches at the 4',5'-position of the apiosyl ring led to favorable interaction with HCV polymerase.

  DOI：

  10.1080/15257770903396725