1-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione | 381211-47-8

• 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-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 381211-47-8
• 化学式: C₂₆H₃₂N₂O₃SSi
• 分子量: 480.703
• InChiKey: SFORYGIVWRDPAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.09
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 在 四丁基氟化铵 作用下， 生成 (+/-)-α-1-(4-hydroxymethyl-tetrahydro-thiophen-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 、 (+/-)-β-1-(4-hydroxymethyl-tetrahydro-thiophen-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  STRUCTURE-ACTIVITY RELATIONSHIPS OF APIO NUCLEOSIDES AS POTENTIAL ANTIVIRAL AGENTS

  摘要：

  Several types of novel apio nucleosides were synthesized starting from 1,3-dihydroxyacetone and evaluated for antiviral activity. Among compounds tested, amino substituted apio dideoxynucleosides exhibited anti-HBV activity, while thioapio dideoxynucleosides were found to be active against HIV-1. Apio dideoxydidehydro nucleosides showed moderate to potent anti-HCMV activity, but their bioisosteric thioapio dideoxydidehydro nucleosides did not exhibit any significant antiviral activity.

  DOI：

  10.1081/ncn-100002344
• 作为产物：
  描述：

  (+/-)-3-(tert-butyldiphenylsilyloxymethyl)-4-hydroxymethylbutyric acid methyl ester 在 三氟甲磺酸三甲基硅酯 、 二异丁基氢化铝 作用下， 生成 1-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  STRUCTURE-ACTIVITY RELATIONSHIPS OF APIO NUCLEOSIDES AS POTENTIAL ANTIVIRAL AGENTS

  摘要：

  Several types of novel apio nucleosides were synthesized starting from 1,3-dihydroxyacetone and evaluated for antiviral activity. Among compounds tested, amino substituted apio dideoxynucleosides exhibited anti-HBV activity, while thioapio dideoxynucleosides were found to be active against HIV-1. Apio dideoxydidehydro nucleosides showed moderate to potent anti-HCMV activity, but their bioisosteric thioapio dideoxydidehydro nucleosides did not exhibit any significant antiviral activity.

  DOI：

  10.1081/ncn-100002344