利用直接融合法合成C(8)-戊基鸟苷
收稿日期: 2012-09-13
修回日期: 2012-10-09
网络出版日期: 2012-10-12
基金资助
国家自然科学基金(No. 21202008)资助项目.
Synthesis of 8-Pentyl-guanosine by Direct Glycosylation
Received date: 2012-09-13
Revised date: 2012-10-09
Online published: 2012-10-12
Supported by
Project supported by the National Natural Science Foundation of China (No. 21202008).
报道了C(8)-戊基取代鸟苷的直接合成法. 首先, 以高效、简洁的方法合成了C(8)-戊基取代鸟嘌呤, 并且分离到了磷亚胺中间体, 通过核磁和质谱等手段加以确定, 从实验层面验证了亚硝基法合成C(8)-取代嘌呤的机理; 其次, 通过该鸟嘌呤与核糖直接融合进行糖基化, 制备了C(8)-戊基取代鸟苷, 开辟了一条C(8)-碳取代鸟苷的绿色合成方法.
关键词： C(8)-碳取代鸟嘌呤; 直接糖基化; 亚硝基嘧啶; 磷亚胺; 核苷
黄木华 . 利用直接融合法合成C(8)-戊基鸟苷[J]. 有机化学, 2013 , 33(01) : 106 -109 . DOI: 10.6023/cjoc201209019
8-Pentyl-guanosine was prepared by direct glycosylation based on the easy access to 8-pentyl-guanine, which provided a green chemistry approach to 8-C-substituted guanosine. In addition, this paper reported the isolation and characterization of an iminophosphane intermediate, which provide an experimental evidence for the proposed mechanism.
Key words： 8-alkyl-guanine; direct glycosylation; nitrosopyrimdine; iminophosphane; nucleoside
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