首页   按分类浏览 期刊浏览 卷期浏览 Novel 2′-Deoxy PyrazineC-Nucleosides Synthesized VIA Palladium-Catalyzed Cross-C...
Novel 2′-Deoxy PyrazineC-Nucleosides Synthesized VIA Palladium-Catalyzed Cross-Couplings

 

作者: JohnA. Walker,   JiongJ. Chen,   JackM. Hinkley,   DeanS. Wise,   LeroyB. Townsend,  

 

期刊: Nucleosides and Nucleotides  (Taylor Available online 1997)
卷期: Volume 16, issue 10-11  

页码: 1999-2012

 

ISSN:0732-8311

 

年代: 1997

 

DOI:10.1080/07328319708002550

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

The palladium-catalyzed cross-couplings of 2-chloro-3,5-diamino-6-iodopyrazine (1a) and methyl 3-amino-6-iodopyrazine-2-carboxylate (1b) with 1,4-anhydro-3,5-O-bis[(tert-butyl)dimethylsilyl]-2-deoxy-D-erythro-pent-1-enitol (2) followed by desilylation and stereospecific reduction of the 2′-deoxy-3′-keto adduct leads to the formation of 2-chloro-6-(2-deoxy-ß-D-ribofuranosyl)-3,5-diaminopyrazine (4a) and methyl 3-amino-6-(2-deoxy-ß-D-ribofuranosyl)pyrazine-2-carboxylate (4b) in 58% yield and 21% yield, respectively. These are the first syntheses of the heretofore unknown 2′-deoxy pyrazineC-nucleosides and demonstrate the utility of a convergent approach for the synthesis of pyrazineC-nucleosides.

 

点击下载:  PDF (668KB)



返 回