Trifluoro-methanesulfonic acid (2R,3R,4R,5S)-2-(6-amino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methylsulfanylmethyl-tetrahydro-furan-3-yl ester | 859731-92-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: Trifluoro-methanesulfonic acid (2R,3R,4R,5S)-2-(6-amino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methylsulfanylmethyl-tetrahydro-furan-3-yl ester
• CAS: 859731-92-3
• 化学式: C₁₈H₂₈F₃N₅O₅S₂Si
• 分子量: 543.664
• InChiKey: KJHBRXHNRMLKQW-XNIJJKJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  131.45
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid (2R,3R,4R,5S)-2-(6-amino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methylsulfanylmethyl-tetrahydro-furan-3-yl ester 在 六甲基磷酰三胺 、 氨 作用下， 以 甲醇 为溶剂， 反应 1.33h， 生成
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel human 5′-deoxy-5′-methylthioadenosine phosphorylase (MTAP) substrates

  摘要：

  The structure-based design, chemical synthesis, and biological evaluation of novel MTAP substrates are described. These compounds incorporate various C5'-moieties and are shown to have different k(cat)/K values compared with the natural MTAP substrate (MTA). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.107
• 作为产物：
  描述：

  TBDMS(-3)[MeS(-5d)]Ribf(b)-adenin-9-yl 、 三氟甲磺酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以40%的产率得到Trifluoro-methanesulfonic acid (2R,3R,4R,5S)-2-(6-amino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-5-methylsulfanylmethyl-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel human 5′-deoxy-5′-methylthioadenosine phosphorylase (MTAP) substrates

  摘要：

  The structure-based design, chemical synthesis, and biological evaluation of novel MTAP substrates are described. These compounds incorporate various C5'-moieties and are shown to have different k(cat)/K values compared with the natural MTAP substrate (MTA). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.107