N'-[6-(O-tert-butyldimethylsilyl)-5-(O-tertbutyldimethylsilylmethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]-[1,3]oxazol-2-yl]-N,N-dimethylimidoformamide | 1215184-80-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N'-[6-(O-tert-butyldimethylsilyl)-5-(O-tertbutyldimethylsilylmethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]-[1,3]oxazol-2-yl]-N,N-dimethylimidoformamide
• CAS: 1215184-80-7
• 化学式: C₂₁H₄₃N₃O₄Si₂
• 分子量: 457.761
• InChiKey: QVYNFUYBAUFJAG-ZJPYXAASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  64.88
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N'-[6-(O-tert-butyldimethylsilyl)-5-(O-tertbutyldimethylsilylmethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]-[1,3]oxazol-2-yl]-N,N-dimethylimidoformamide 、 2,2,6-三甲基-4H-1,3-二英-4-酮 以 丙酮 为溶剂， 以40%的产率得到7-acetyl-2,3,3a,9a-tetrahydro-3-(O-tert-butyldimethylsilyl)-2-(O-tert-butyldimethylsilylmethyl)-8H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-8-one
  参考文献：
  名称：

  Synthesis and in vitro cytostatic activity of new β - d -arabino furan[1′,2′:4,5]oxazolo- and arabino-pyrimidinone derivatives

  摘要：

  A series of nucleoside derivatives was obtained via heteroatom annulation of the amino oxazoline Of D(-)-arabinose. Unequivocal proofs for the stereostructure of some new arabinosyl pyrimidinone derivatives were obtained by X-ray structure analysis. These newly synthesized compounds were then evaluated for their cytostatic activity against murine leukemia (L1210), and human T-lymphocytes (Molt 4/C8 and CEM). Of all the compounds in the series, the protected silylated tricyclic fused pyrimidinone 10 showed the most significant antitumor activity against murine leukemia L1210 (IC50 = 6 mu M), and human T-lymphocytes cells Molt 4/C8 (IC50 = 7.9 mu M) and CEM/0 cell lines (IC50 = 7.5 mu M). None of the compounds exhibited significant antiviral inhibitory activities. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.10.032
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 2-amino-3',5'-bis(O-t-butyldimethylsilyl)-β-D-arabinofurano<1',2':4,5>-2-oxazoline 以 甲苯 为溶剂， 反应 5.0h， 以30%的产率得到N'-[6-(O-tert-butyldimethylsilyl)-5-(O-tertbutyldimethylsilylmethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]-[1,3]oxazol-2-yl]-N,N-dimethylimidoformamide
  参考文献：
  名称：

  Synthesis and in vitro cytostatic activity of new β - d -arabino furan[1′,2′:4,5]oxazolo- and arabino-pyrimidinone derivatives

  摘要：

  A series of nucleoside derivatives was obtained via heteroatom annulation of the amino oxazoline Of D(-)-arabinose. Unequivocal proofs for the stereostructure of some new arabinosyl pyrimidinone derivatives were obtained by X-ray structure analysis. These newly synthesized compounds were then evaluated for their cytostatic activity against murine leukemia (L1210), and human T-lymphocytes (Molt 4/C8 and CEM). Of all the compounds in the series, the protected silylated tricyclic fused pyrimidinone 10 showed the most significant antitumor activity against murine leukemia L1210 (IC50 = 6 mu M), and human T-lymphocytes cells Molt 4/C8 (IC50 = 7.9 mu M) and CEM/0 cell lines (IC50 = 7.5 mu M). None of the compounds exhibited significant antiviral inhibitory activities. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.10.032