9N-<(1'R*,4'S*)-cis-4'-t-butyldimethylsilyloxy-2'-cyclopentenyl> adenine

• 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: 9N-<(1'R*,4'S*)-cis-4'-t-butyldimethylsilyloxy-2'-cyclopentenyl> adenine
• 英文别名: 9-[(1S,4R)-4-[tert-butyl(dimethyl)silyl]oxycyclopent-2-en-1-yl]purin-6-amine
• 化学式: C₁₆H₂₅N₅OSi
• 分子量: 331.493
• InChiKey: HCUFYRXCERDZIS-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-环戊烯-1-醇,4-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-,(1R,4S)- 在 咪唑 、 四(三苯基膦)钯 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 27.75h， 生成 9N-<(1'R*,4'S*)-cis-4'-t-butyldimethylsilyloxy-2'-cyclopentenyl> adenine
  参考文献：
  名称：

  An Unanticipated Result in the Pd (0) Catalyzed Coupling of Sodium Adenate withcis-4-Acetyloxy- andcis-4-t-Butyldimethylsilyloxy-2-Cyclopentenyl Diethylphosphate

  摘要：

  The preparation of adenine regioisomers of (+/-)-cis-4-(TBSO)- and (+/-)-cis-4-(AcO)-2-cyclopentene is described using either Pd(0) coupling (silyl ether 2) or chloride displacement (acetyl chloride 10). An unexpected difference in reactivity between TBS- and Ac-O-protected allyl phosphates 2 and 7 in Pd(0) catalyzed coupling with sodium adenate was observed.

  DOI：

  10.1080/00397919608003730

文献信息

• An Unanticipated Result in the Pd (0) Catalyzed Coupling of Sodium Adenate with<i>cis</i>-4-Acetyloxy- and<i>cis</i>-4-<i>t</i>-Butyldimethylsilyloxy-2-Cyclopentenyl Diethylphosphate
  作者：Timothy T. Curran

  DOI：10.1080/00397919608003730

  日期：1996.3

  The preparation of adenine regioisomers of (+/-)-cis-4-(TBSO)- and (+/-)-cis-4-(AcO)-2-cyclopentene is described using either Pd(0) coupling (silyl ether 2) or chloride displacement (acetyl chloride 10). An unexpected difference in reactivity between TBS- and Ac-O-protected allyl phosphates 2 and 7 in Pd(0) catalyzed coupling with sodium adenate was observed.