thioacetic acid S-[2,2-dimethyl-6-(6-methyl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester | 908015-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: thioacetic acid S-[2,2-dimethyl-6-(6-methyl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester
• CAS: 908015-52-1
• 化学式: C₁₆H₂₀N₄O₄S
• 分子量: 364.425
• InChiKey: IHZVAQNFHVAPOV-BPGGGUHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  88.36
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  thioacetic acid S-[2,2-dimethyl-6-(6-methyl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester 在 盐酸 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 9-[5-deoxy-5-[[2-(1H-imidazol-4-yl)ethyl]thio]-β-D-ribofuranosyl]-6-methyl-9H-purine
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-FLUORO ADENINE AND 6-METHYL PURINE NUCLEOSIDE ANALOGS AS PRODRUGS FOR SUICIDE GENE THERAPY OF CANCER

  摘要：

  A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5'-position have been synthesised. These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR study of 2-fluoroadenine and 6-methyl purine nucleosides, their corresponding alpha-linker nucleosides with L-xylose and L-lyxose were also synthesized. All of these compounds have been evaluated for their substrate activity with E. coli PNP.

  DOI：

  10.1081/ncn-200059237
• 作为产物：
  描述：

  [(3aR,4R,6R,6aR)-2,2-dimethyl-4-(6-methylpurin-9-yl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl acetate 在 甲醇 、 sodium methylate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 反应 1.0h， 生成 thioacetic acid S-[2,2-dimethyl-6-(6-methyl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl] ester
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-FLUORO ADENINE AND 6-METHYL PURINE NUCLEOSIDE ANALOGS AS PRODRUGS FOR SUICIDE GENE THERAPY OF CANCER

  摘要：

  A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5'-position have been synthesised. These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR study of 2-fluoroadenine and 6-methyl purine nucleosides, their corresponding alpha-linker nucleosides with L-xylose and L-lyxose were also synthesized. All of these compounds have been evaluated for their substrate activity with E. coli PNP.

  DOI：

  10.1081/ncn-200059237