3-((1S,3R)-3-(2-amino-6-chloro-9H-purin-9-yl)-2,2-dimethylcyclobutyl)propan-1-ol | 252914-49-1

• 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: 3-((1S,3R)-3-(2-amino-6-chloro-9H-purin-9-yl)-2,2-dimethylcyclobutyl)propan-1-ol
• 英文别名: (1'S,3'R)-3-[3'-(2-amino-6-chloro-9H-purin-9-yl)-2',2'-dimethylcyclobutyl]propan-1-ol；3-[(1S,3R)-3-(2-amino-6-chloropurin-9-yl)-2,2-dimethylcyclobutyl]propan-1-ol
• CAS: 252914-49-1
• 化学式: C₁₄H₂₀ClN₅O
• 分子量: 309.799
• InChiKey: VRZGWHLGKWDSEI-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  89.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-((1S,3R)-3-(2-amino-6-chloro-9H-purin-9-yl)-2,2-dimethylcyclobutyl)propan-1-ol 在 sodium hydroxide 作用下， 反应 5.0h， 以71%的产率得到2-amino-9-((1R,3S)-3-(hydroxypropyl)-2,2-dimethylcyclobutyl)-1H-purin-6(9H)-one
  参考文献：
  名称：

  Synthesis and Antiviral and Cytostatic Activities of Carbocyclic Nucleosides Incorporating a Modified Cyclobutane Ring

  摘要：

  The new carbocyclic nucleosides were prepared by constructing a guanine (compounds 3, 5) or 8-azaguanine (compounds 4, 6, and 7) base on the amino group of (1'S, 3'R)-3-(3'-amino-2', 2'-di-methylcyclobutyl) propan-1-ol (8), and their activities against a variety of viruses and tumor cell lines were determined. Only compounds 3 and 7 showed a detectable activity at subtoxic concentrations against some viruses tested.

  DOI：

  10.1002/(sici)1521-4184(199910)332:10<348::aid-ardp348>3.0.co;2-h
• 作为产物：
  描述：

  (1'S,3'R)-3-(3'-amino-2',2'-dimethylcyclobutyl)propan-1-ol 在 盐酸 、 溶剂黄146 、 三乙胺 、 锌 、 sodium nitrite 作用下， 以 乙醇 、 水 、 正丁醇 为溶剂， 反应 81.0h， 生成 3-((1S,3R)-3-(2-amino-6-chloro-9H-purin-9-yl)-2,2-dimethylcyclobutyl)propan-1-ol
  参考文献：
  名称：

  Synthesis and Antiviral and Cytostatic Activities of Carbocyclic Nucleosides Incorporating a Modified Cyclobutane Ring

  摘要：

  The new carbocyclic nucleosides were prepared by constructing a guanine (compounds 3, 5) or 8-azaguanine (compounds 4, 6, and 7) base on the amino group of (1'S, 3'R)-3-(3'-amino-2', 2'-di-methylcyclobutyl) propan-1-ol (8), and their activities against a variety of viruses and tumor cell lines were determined. Only compounds 3 and 7 showed a detectable activity at subtoxic concentrations against some viruses tested.

  DOI：

  10.1002/(sici)1521-4184(199910)332:10<348::aid-ardp348>3.0.co;2-h

文献信息

• Synthesis and Antiviral and Cytostatic Activities of Carbocyclic Nucleosides Incorporating a Modified Cyclobutane Ring
  作者：M. José Figueira、J. Manuel Blanco、Olga Caamaño、Franco Fernández、Xerardo García-Mera、Carmen López、Graciela Andrei、Robert Snoeck、Elisabeth Padalko、Johan Neyts、Jan Balzarini、Erik De Clercq

  DOI：10.1002/(sici)1521-4184(199910)332:10<348::aid-ardp348>3.0.co;2-h

  日期：1999.10

  The new carbocyclic nucleosides were prepared by constructing a guanine (compounds 3, 5) or 8-azaguanine (compounds 4, 6, and 7) base on the amino group of (1'S, 3'R)-3-(3'-amino-2', 2'-di-methylcyclobutyl) propan-1-ol (8), and their activities against a variety of viruses and tumor cell lines were determined. Only compounds 3 and 7 showed a detectable activity at subtoxic concentrations against some viruses tested.