3-pivaloyloxymethyladenine | 81619-09-2

• 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: 3-pivaloyloxymethyladenine
• 英文别名: (6-aminopurin-3-yl)methyl 2,2-dimethylpropanoate
• CAS: 81619-09-2
• 化学式: C₁₁H₁₅N₅O₂
• 分子量: 249.272
• InChiKey: QRADZTBJDDVAEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  95.92
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-pivaloyloxymethyladenine 在 ammonium hydroxide 、 dinitrophenoxyamine 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 7H-嘌呤-6,7-二胺
  参考文献：
  名称：

  Electrophilic Amination of Adenines. Formation and Characteristics ofN-Aminoadenines

  摘要：

  Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH.3I. Chemical characteristics of these N-amino adenines are described.

  DOI：

  10.1080/07328319608002381
• 作为产物：
  描述：

  腺嘌呤 、 特戊酸氯甲酯 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以8%的产率得到3-pivaloyloxymethyladenine
  参考文献：
  名称：

  Electrophilic Amination of Adenines. Formation and Characteristics ofN-Aminoadenines

  摘要：

  Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH.3I. Chemical characteristics of these N-amino adenines are described.

  DOI：

  10.1080/07328319608002381

文献信息

• Electrophilic Amination of Adenines. Formation and Characteristics of<i>N</i>-Aminoadenines
  作者：Tetsuya Saga、Toyo Kaiya、Shoji Asano、Kohfuku Kohda

  DOI：10.1080/07328319608002381

  日期：1996.1

  Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH.3I. Chemical characteristics of these N-amino adenines are described.