9-[5-[Oxido-di(propan-2-yloxy)phosphaniumyl]hex-5-enyl]purin-6-amine | 1301168-59-1

• 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: 9-[5-[Oxido-di(propan-2-yloxy)phosphaniumyl]hex-5-enyl]purin-6-amine
• 英文别名: 9-[5-[oxido-di(propan-2-yloxy)phosphaniumyl]hex-5-enyl]purin-6-amine
• CAS: 1301168-59-1
• 化学式: C₁₇H₂₈N₅O₃P
• 分子量: 381.415
• InChiKey: PPKXDVARMKDIDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  腺嘌呤 在 偶氮二甲酸二异丙酯 、 palladium diacetate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 84.0h， 生成 9-[5-[Oxido-di(propan-2-yloxy)phosphaniumyl]hex-5-enyl]purin-6-amine
  参考文献：
  名称：

  Alkynyl and Phosphonyl Substituted Nucleobases: A Case of Thermally Induced Conformational Polymorphism

  摘要：

  Substituted nucleobases with alkynyl and phosphonyl groups wire investigated in the context of supramolecular interactions and possible use toward synthesis of nucleoside phosphonic acids (NPAs). The adeninyl compound (adeninyl-N-9)-CH2CH2CH2CH2C CH exhibits conformational polymorphism as revealed by X-ray structures determined at 200 and 298 K. Interestingly, in the compound (adeninyl-N-9)-(CH2)(15)CH3, the long aliphatic carbon chain does not show disorder. A rather unusual bending of alkyl chain, likely due to C center dot center dot center dot O interactions, is observed in the case of the thymine compound (thyminyl)-CH2CH2CH2C CH that possesses a terminal alkyne group. The, powerful hydrogen bond acceptor property of the phosphoryl oxygen (P=O) does not perturb (unless assisted by other hydrogen Bonding partners) the :homo base-pairing in the structures of most of the phosphonyl substituted nucleobases studied.

  DOI：

  10.1021/cg101737x

文献信息

• Alkynyl and Phosphonyl Substituted Nucleobases: A Case of Thermally Induced Conformational Polymorphism
  作者：K. C. Kumara Swamy、Srinivasarao Allu、Venu Srinivas、E. Balaraman、K. V. P. Pavan Kumar

  DOI：10.1021/cg101737x

  日期：2011.6.1

  Substituted nucleobases with alkynyl and phosphonyl groups wire investigated in the context of supramolecular interactions and possible use toward synthesis of nucleoside phosphonic acids (NPAs). The adeninyl compound (adeninyl-N-9)-CH2CH2CH2CH2C CH exhibits conformational polymorphism as revealed by X-ray structures determined at 200 and 298 K. Interestingly, in the compound (adeninyl-N-9)-(CH2)(15)CH3, the long aliphatic carbon chain does not show disorder. A rather unusual bending of alkyl chain, likely due to C center dot center dot center dot O interactions, is observed in the case of the thymine compound (thyminyl)-CH2CH2CH2C CH that possesses a terminal alkyne group. The, powerful hydrogen bond acceptor property of the phosphoryl oxygen (P=O) does not perturb (unless assisted by other hydrogen Bonding partners) the :homo base-pairing in the structures of most of the phosphonyl substituted nucleobases studied.