Propionic acid (2R,5S)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,5-dihydro-furan-3-yl ester | 134100-26-8

• 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: Propionic acid (2R,5S)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,5-dihydro-furan-3-yl ester
• 英文别名: [(2R,5S)-2-(6-aminopurin-9-yl)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,5-dihydrofuran-3-yl] propanoate
• CAS: 134100-26-8
• 化学式: C₁₉H₂₉N₅O₄Si
• 分子量: 419.556
• InChiKey: NWHYXKSFAPGMNI-KPZWWZAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  114.38
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 Propionic acid (2R,5S)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,5-dihydro-furan-3-yl ester 、 异丁醛 生成
  参考文献：
  名称：

  Nucleosidic enol esters: A versatile tool for the synthesis of 3′-carbon-substituted nucleosides

  摘要：

  Enol esters of uracil and adenine nucleosides prepared by selenoxide fragmentation of the corresponding 3'-phenylseleno derivatives have been shown to yield 3'-carbon-substituted products upon reacting with MeLi followed by electrophiles, providing the first example of the aldol reaction in this field.

  DOI：

  10.1016/s0040-4039(00)74884-2
• 作为产物：
  描述：

  9-[5-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-phenylselenenyl-β-D-xylofuranosyl]adenine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 Propionic acid (2R,5S)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,5-dihydro-furan-3-yl ester
  参考文献：
  名称：

  Nucleosidic enol esters: A versatile tool for the synthesis of 3′-carbon-substituted nucleosides

  摘要：

  Enol esters of uracil and adenine nucleosides prepared by selenoxide fragmentation of the corresponding 3'-phenylseleno derivatives have been shown to yield 3'-carbon-substituted products upon reacting with MeLi followed by electrophiles, providing the first example of the aldol reaction in this field.

  DOI：

  10.1016/s0040-4039(00)74884-2