化工进展2016，Vol.35Issue(8)：2533-2536,4.DOI:10.16085/j.issn.1000-6613.2016.08.36
以6-氯嘌呤为原料合成2-氟腺嘌呤的新方法
A novel method for the synthesis of 2-fluoroadenine from 6-chloropurine
摘要
Abstract
The conventional synthesis of 2-fluoroadenine suffers from dangerous diazo reaction,expensive starting materials,low total yields and small scales,which limit the further application of 2-fluoroadenine. In order to overcome the preceding problems,a new method for the synthesis of 2-fluoroadenine from more commercially available 6-chloropurine was developed. The key intermediate 6-chlro-2-nitro-9-pyranylpurine was obtained from N9-pyranyl protected 6-chloropurine with a yield of 85% in butyl ammonium nitrate and trifluoroacetic anhydride and using CH2Cl2as solvent. Then,6-chlro-2-nitro-9-pyranylpurine reacted with NH4F with a yield of 82% in DMF followed by the ammonolysis in NH3/CH3OH solution. Finally, 2-Fluoroadenine was obtained with a total yield of 58% through such a 4-step process. Chromatography was not necessary in the separating and purifying steps. The effects of protecting groups and reaction scales were investigated. The presented method avoided the toxic regents and expensive substrates and was simpler and safer,showing better practical application prospect.关键词
6-氯嘌呤/2-氟腺嘌呤/硝化/氟代/合成/溶剂萃取Key words
6-chlropurine/2-fluoroadenine/nitration/fluorination/synthesis/solvent extraction分类
化学化工引用本文复制引用
夏然,孙莉萍,渠桂荣..以6-氯嘌呤为原料合成2-氟腺嘌呤的新方法[J].化工进展,2016,35(8):2533-2536,4.基金项目
国家自然科学基金（21172059）及河南省高等学校重点科研项目（16A150042，16A180035）。 （）
