4-(methylthio)-7-(5-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)thieno[3,4-d]pyrimidine | 1137128-69-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(methylthio)-7-(5-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)thieno[3,4-d]pyrimidine
• CAS: 1137128-69-8
• 化学式: C₁₈H₂₈N₂O₄S₂Si
• 分子量: 428.649
• InChiKey: LQSHKDHYBZLNBY-NMFUWQPSSA-N

物化性质

• 沸点：
  558.9±50.0 °C(predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  84.7
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-(methylthio)-7-(5-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)thieno[3,4-d]pyrimidine 、 N,N'-硫羰基二咪唑 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以79%的产率得到4-(methylthio)-7-(2,3-O-thiocarbonylene-5-O-tertbutyldimethylsilyl-β-D-ribofuranosyl)thieno[3,4-d]-pyrimidine
  参考文献：
  名称：

  Synthesis and antiviral evaluation of thieno[3,4-d]pyrimidine C-nucleoside analogues of 2′,3′-dideoxy- and 2′,3′-dideoxy-2′,3′-didehydro-adenosine and -inosine

  摘要：

  Several thieno[3,4-d] pyrimidine derivatives, including four hitherto unknown 2',3'-dideoxy- and 2',3'-dideoxy- 2',3'-didehydro-C-nucleoside analogues of adenosine and inosine have been synthesized. When evaluated in cell culture experiments against human immunodeficiency virus, none of the tested compounds exhibited any significant antiviral effect, while two of them showed some cytotoxicity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.011
• 作为产物：
  描述：

  7-(5-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)thieno[3,4-d]pyrimidine-4(3H)-thione 、 碘甲烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以96%的产率得到4-(methylthio)-7-(5-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)thieno[3,4-d]pyrimidine
  参考文献：
  名称：

  Synthesis and antiviral evaluation of thieno[3,4-d]pyrimidine C-nucleoside analogues of 2′,3′-dideoxy- and 2′,3′-dideoxy-2′,3′-didehydro-adenosine and -inosine

  摘要：

  Several thieno[3,4-d] pyrimidine derivatives, including four hitherto unknown 2',3'-dideoxy- and 2',3'-dideoxy- 2',3'-didehydro-C-nucleoside analogues of adenosine and inosine have been synthesized. When evaluated in cell culture experiments against human immunodeficiency virus, none of the tested compounds exhibited any significant antiviral effect, while two of them showed some cytotoxicity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.011