2-amino-6-chloro-7-[2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl]purine

• 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: 2-amino-6-chloro-7-[2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl]purine
• 英文别名: 6-Chloro-7-[2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl]purin-2-amine
• 化学式: C₁₃H₁₈ClN₅O₂
• 分子量: 311.771
• InChiKey: SUAHCXLELGHRJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  88.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,1,2-乙烷三羧酸三乙酯 在 sodium tetrahydroborate 、 四溴化碳 、 potassium carbonate 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 26.0h， 生成 2-amino-6-chloro-7-[2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl]purine
  参考文献：
  名称：

  An Improved Total Synthesis of PET HSV‐tk Gene Reporter Probe 9‐(4‐[¹⁸F]Fluoro‐3‐hydroxymethylbutyl)guanine ([¹⁸F]FHBG)

  摘要：

  An improved total synthesis of [F-18]FHBG starting from triethyl-1,1,2-ethanetricarboxylate and 2-amino-6-chloropurine is reported. [F-18]FHBG was prepared by nucleophilic Substitution of the appropriate precursor with [F-18]KF/Kryptofix 2.2.2 followed by a quick deprotection reaction and purification with a simplified Silica Sep-Pak solid-phase extraction (SPE) method in 20-25% radiochemical yield.

  DOI：

  10.1081/scc-120027717

文献信息

• Novel radiosynthesis of PET HSV-tk gene reporter probes [18F]FHPG and [18F]FHBG employing dual Sep-Pak SPE techniques
  作者：Ji-Quan Wang、Qi-Huang Zheng、Xiangshu Fei、Bruce H. Mock、Gary D. Hutchins

  DOI：10.1016/j.bmcl.2003.09.010

  日期：2003.11

  Positron emission tomography (PET) herpes simplex virus thymidine kinase (HSV-tk) gene reporter probes 9-[(3-[F-18]fluoro-1-hydroxy-2-propoxy)methyl]guanine ([F-18]FHPG) and 9-(4-[F-18]fluoro-3-hydroxymethylbutyl)guanine ([F-18]FHBG) were prepared by nucleophilic substitution of the appropriate tosylated precursors with [F-18]KF/Kryptofix 2.2.2 followed by a quick deprotection reaction and purification with a simplified dual Silica Sep-Pak solid-phase extraction (SPE) method in 15-30% radiochemical yield. (C) 2003 Elsevier Ltd. All rights reserved.
• An Improved Total Synthesis of PET HSV‐tk Gene Reporter Probe 9‐(4‐[¹⁸F]Fluoro‐3‐hydroxymethylbutyl)guanine ([¹⁸F]FHBG)
  作者：Qi‐Huang Zheng、Ji‐Quan Wang、Xuan Liu、Xiangshu Fei、Bruce H. Mock、Barbara E. Glick‐Wilson、Michael L. Sullivan、Sudhanshu P. Raikwar、Thomas A. Gardner、Chinghai Kao、Gary D. Hutchins

  DOI：10.1081/scc-120027717

  日期：2004.12.31

  An improved total synthesis of [F-18]FHBG starting from triethyl-1,1,2-ethanetricarboxylate and 2-amino-6-chloropurine is reported. [F-18]FHBG was prepared by nucleophilic Substitution of the appropriate precursor with [F-18]KF/Kryptofix 2.2.2 followed by a quick deprotection reaction and purification with a simplified Silica Sep-Pak solid-phase extraction (SPE) method in 20-25% radiochemical yield.