Synthesis of 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)-purine
文献类型:期刊论文
作者 | Cai Han-Cheng; Yin Duan-Zhi; Zhang Lan; Wang Yong-Xian |
刊名 | Chinese journal of organic chemistry
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出版日期 | 2006-12-01 |
卷号 | 26期号:12页码:1709-1713 |
关键词 | 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)purine Antiviral agent Fluorination reaction Synthesis |
ISSN号 | 0253-2786 |
通讯作者 | Cai han-cheng(chcbati@yahoo.com.cn) |
英文摘要 | The fluorinated nucleoside analogue 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)purine (1) is a potential antiviral agent and f-18-radiopharmaceutical reference compound. its synthesis was described. 2-amino-6-chloro-9-(4-acetoxy-3-acetoxymethylbutyl)purine (2) was hydrolyzed to 2-amino-6-chloro-9-(4-hydroxy-3-hydroxymethylbutyl)purine (3) by using potassium carbonate in a mixed solution of water and methanol at 0 v, then was converted to the corresponding trimethylammonium chloride (4) by treatment with trimethylamine (tma) in ethanolic solution in a mild condition. compound 4 was reacted with anhydrous kf in dmf to produce 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)purine (1) in 87.3% yield. the structures of the products were characterized by uv-vis, ir, nmr and ms spectra. some factors affecting the yield of fluorination reaction were investigated. |
WOS关键词 | REPORTER GENE-EXPRESSION ; TYPE-1 THYMIDINE KINASE ; NUCLEOSIDE ANALOGS ; DERIVATIVES ; PURINE ; PROBE |
WOS研究方向 | Chemistry |
WOS类目 | Chemistry, Organic |
语种 | 英语 |
WOS记录号 | WOS:000242750700017 |
出版者 | SCIENCE CHINA PRESS |
URI标识 | http://www.irgrid.ac.cn/handle/1471x/2379765 |
专题 | 中国科学院大学 |
通讯作者 | Cai Han-Cheng |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Appl Phys, Res Ctr Radiopharmaceut, Shanghai 201800, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Cai Han-Cheng,Yin Duan-Zhi,Zhang Lan,et al. Synthesis of 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)-purine[J]. Chinese journal of organic chemistry,2006,26(12):1709-1713. |
APA | Cai Han-Cheng,Yin Duan-Zhi,Zhang Lan,&Wang Yong-Xian.(2006).Synthesis of 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)-purine.Chinese journal of organic chemistry,26(12),1709-1713. |
MLA | Cai Han-Cheng,et al."Synthesis of 2-amino-6-fluoro-9-(4-hydroxy-3-hydroxymethylbutyl)-purine".Chinese journal of organic chemistry 26.12(2006):1709-1713. |
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来源:中国科学院大学
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