9-benzyl-6-chloro-7,8-dihydro-7-(3-thienylmethyl)purine | 1258274-79-1

• 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-benzyl-6-chloro-7,8-dihydro-7-(3-thienylmethyl)purine
• 英文别名: 9-benzyl-6-chloro-7-(thiophen-3-ylmethyl)-8H-purine
• CAS: 1258274-79-1
• 化学式: C₁₇H₁₅ClN₄S
• 分子量: 342.852
• InChiKey: SGJHVXOEDRDKQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氯-9-(苯基甲基)-9H-嘌呤 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 4.0h， 生成 9-benzyl-6-chloro-7,8-dihydro-7-(3-thienylmethyl)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

• 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.