N-(6-Oxo-9-(trimethylsilyl)-6,9-dihydro-1H-purin-2-yl)acetamide | 62374-31-6

• 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: N-(6-Oxo-9-(trimethylsilyl)-6,9-dihydro-1H-purin-2-yl)acetamide
• 英文别名: N-(6-oxo-9-trimethylsilyl-1H-purin-2-yl)acetamide
• CAS: 62374-31-6
• 化学式: C₁₀H₁₅N₅O₂Si
• 分子量: 265.347
• InChiKey: OIOQIKYMNRFFKZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  88.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(6-Oxo-9-(trimethylsilyl)-6,9-dihydro-1H-purin-2-yl)acetamide 在 4-二甲氨基吡啶 、 三氟甲磺酸三甲基硅酯 、 sodium methylate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 生成 Benzoic acid (2R,4S,5S)-5-(2-acetylamino-6-hydroxy-purin-9-yl)-4-phenoxythiocarbonyloxy-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Anti-human immunodeficiency and anti-hepatitis B virus activities of β-l-2′,3′-dideoxy purine nucleosides

  摘要：

  beta-L-2',3'-Dideoxyadenosine, beta-L-2',3'-didehydro-2',3'-dideoxyadenosine and related compounds were synthesized in a stereoselective manner. These compounds were tested in vitro against HBV in 2.2.15 cell line and against HIV-1 in PBM and CEM cells. It was found that beta-L-2',3'-didehydro-2',3'-dideoxyadenosine (7) exhibited significant anti-HIV (EC(50) 0.38 mu M in PBM cells) and anti-HBV activity (EC(50) 1.2 mu M). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00293-4
• 作为产物：
  描述：

  N-2-乙酰鸟嘌呤 、 N6-苯甲酰基腺嘌呤 在 六甲基二硅氮烷 作用下， 生成 N-(6-Oxo-9-(trimethylsilyl)-6,9-dihydro-1H-purin-2-yl)acetamide
  参考文献：
  名称：

  Synthesis of 4′-C-Methylnucleosides

  摘要：

  制备了几种 4′-C-甲基核苷。对这些核苷的 1H-NMR 研究表明，它们具有不同于天然核苷 3′-内向构象的 3′-外向呋喃糖环构象。

  DOI：

  10.1271/bbb.57.1433

文献信息

• Anti-human immunodeficiency and anti-hepatitis B virus activities of β-l-2′,3′-dideoxy purine nucleosides
  作者：Pascal J. Bolon、Peiyuan Wang、Chung K. Chu、Gilles Gosselin、Valérie Boudou、Claire Pierra、Christophe Mathé、Jean-Louis Imbach、Abdesselem Faraj、Abdelaziz el Alaoui、Jean-Pierre Sommadossi、S.Balakrishna Pai、Yong-Lian Zhu、Ju-Sheng Lin、Yung-Chi Cheng、Raymond F. Schinazi

  DOI：10.1016/0960-894x(96)00293-4

  日期：1996.7

  beta-L-2',3'-Dideoxyadenosine, beta-L-2',3'-didehydro-2',3'-dideoxyadenosine and related compounds were synthesized in a stereoselective manner. These compounds were tested in vitro against HBV in 2.2.15 cell line and against HIV-1 in PBM and CEM cells. It was found that beta-L-2',3'-didehydro-2',3'-dideoxyadenosine (7) exhibited significant anti-HIV (EC(50) 0.38 mu M in PBM cells) and anti-HBV activity (EC(50) 1.2 mu M). Copyright (C) 1996 Elsevier Science Ltd
• Synthesis of 4′-<i>C</i>-Methylnucleosides
  作者：Toshiaki Waga、Tomoko Nishizaki、Isao Miyakawa、Hiroshi Ohrui、Hiroshi Meguro

  DOI：10.1271/bbb.57.1433

  日期：1993.1

  Several 4′-C-methylnucleosides were prepared. 1H-NMR studies on these nucleosides showed that they have the 3′-exo furanose ring conformation different from the 3′-endo conformation of natural nucleosides.

  制备了几种 4′-C-甲基核苷。对这些核苷的 1H-NMR 研究表明，它们具有不同于天然核苷 3′-内向构象的 3′-外向呋喃糖环构象。