6-chloro-7-isopropyl-7H-purine | 1258274-92-8

• 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: 6-chloro-7-isopropyl-7H-purine
• 英文别名: 6-Chloro-7-isopropyl-7H-purine；6-chloro-7-propan-2-ylpurine
• CAS: 1258274-92-8
• 化学式: C₈H₉ClN₄
• 分子量: 196.639
• InChiKey: LZHFABRLDZWHQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-7-isopropyl-7H-purine 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到7-isopropyl-1,7-dihydro-6H-purine-6-thione
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241
• 作为产物：
  描述：

  6-chloro-7,8-dihydro-9-tritylpurine 在 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 6-chloro-7-isopropyl-7H-purine
  参考文献：
  名称：

  Selective Synthesis of 7-Substituted Purines via 7,8-Dihydropurines

  摘要：

  A simple and efficient protocol for the preparation of 7-substituted purines is described. 6- and 2,6-Dihalopurines were N-9-tritylated and then transformed to 7,8-dihydropurines by DIBAL-H. Subsequent N-7-alkylation followed by N-9-trityl deprotection with trifluoroacetic acid was accompanied by spontaneous reoxidation, which led to the 7-substituted purines at 55-88% overall isolated yields.

  DOI：

  10.1021/ol1025525

文献信息

• [EN] METHODS AND COMPOSITIONS FOR THE TREATMENT OF RNA VIRAL INFECTIONS<br/>[FR] MÉTHODES ET COMPOSITIONS POUR LE TRAITEMENT D'INFECTIONS VIRALES À ARN
  申请人：UNIV CALIFORNIA

  公开号：WO2018075947A1

  公开（公告）日：2018-04-26

  Disclosed herein, inter alia, are agents having antiviral activity and methods of use thereof.

  本公开的内容包括具有抗病毒活性的药物和使用方法。
• METHODS AND COMPOSITION FOR THE TREATMENT OF RNA VIRAL INFECTIONS
  申请人：The Regents of the University of California

  公开号：US20190262371A1

  公开（公告）日：2019-08-29

  Disclosed herein, inter alia, are agents having antiviral activity and methods of use thereof.
• Chemoselective Perfluoromethylation of Thio- and Selenoamides
  作者：Xianhong Xu、Jianyu Zhang、Tao Xu

  DOI：10.1021/acs.orglett.0c03241

  日期：2020.11.6

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.
• Selective Synthesis of 7-Substituted Purines via 7,8-Dihydropurines
  作者：Vladislav Kotek、Naděžda Chudíková、Tomáš Tobrman、Dalimil Dvořák

  DOI：10.1021/ol1025525

  日期：2010.12.17

  A simple and efficient protocol for the preparation of 7-substituted purines is described. 6- and 2,6-Dihalopurines were N-9-tritylated and then transformed to 7,8-dihydropurines by DIBAL-H. Subsequent N-7-alkylation followed by N-9-trityl deprotection with trifluoroacetic acid was accompanied by spontaneous reoxidation, which led to the 7-substituted purines at 55-88% overall isolated yields.