6-[N-(3'-tert-butyldimethylsilyloxypropoxy)amino]-4-chloro-5-nitropyrimidine | 267227-63-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 6-[N-(3'-tert-butyldimethylsilyloxypropoxy)amino]-4-chloro-5-nitropyrimidine
• 英文别名: N-[3-[tert-butyl(dimethyl)silyl]oxypropoxy]-6-chloro-5-nitropyrimidin-4-amine
• CAS: 267227-63-4
• 化学式: C₁₃H₂₃ClN₄O₄Si
• 分子量: 362.889
• InChiKey: LNLKZIWVSGVADR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-[N-(3'-tert-butyldimethylsilyloxypropoxy)amino]-4-chloro-5-nitropyrimidine 在 盐酸 、 甲醇 、 氨 作用下， 以 乙醇 为溶剂， 反应 18.08h， 生成 4-amino-6-[N-(3'-hydroxypropoxy)amino]-5-nitropyrimidine
  参考文献：
  名称：

  Synthesis and Biological Activities of New Carbaacyclonucleosides and 1′-Oxaacyclonucleosides Related to Clitocine

  摘要：

  We describe the synthesis of two series of acyclonucleosides : carbaacyclonucleosides and 1'-oxaacyclonucleosides which possess the same aglycone as clitocine 3 which is a natural nucleoside exhibiting interesting biological properties. These compounds have been obtained by condensation of 4-aminobutanol or 3-silyloxypropoxyamine with 4,6-dichloro-5-nitropyrimidine. Structural modifications have been made on the heterocyclic base and the side chain to enhance their potential activity.All these compounds have been tested against different viruses : HIV-1, HSV-1, HSV-2, CMV, VZV, EBV. The carbaacyclonucleoside 10 was associated with an anti-EBV activity (EC50 = 0.86 mu g/mL).

  DOI：

  10.1080/15257770008035008
• 作为产物：
  描述：

  4,6-二氯-5-硝基嘧啶 、 3-氨基-N-(二甲基叔丁基甲硅烷基)丙酯 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以41%的产率得到6-[N-(3'-tert-butyldimethylsilyloxypropoxy)amino]-4-chloro-5-nitropyrimidine
  参考文献：
  名称：

  Synthesis and Biological Activities of New Carbaacyclonucleosides and 1′-Oxaacyclonucleosides Related to Clitocine

  摘要：

  We describe the synthesis of two series of acyclonucleosides : carbaacyclonucleosides and 1'-oxaacyclonucleosides which possess the same aglycone as clitocine 3 which is a natural nucleoside exhibiting interesting biological properties. These compounds have been obtained by condensation of 4-aminobutanol or 3-silyloxypropoxyamine with 4,6-dichloro-5-nitropyrimidine. Structural modifications have been made on the heterocyclic base and the side chain to enhance their potential activity.All these compounds have been tested against different viruses : HIV-1, HSV-1, HSV-2, CMV, VZV, EBV. The carbaacyclonucleoside 10 was associated with an anti-EBV activity (EC50 = 0.86 mu g/mL).

  DOI：

  10.1080/15257770008035008