An improved synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids

被引:39
作者
Sagar, Ram [1 ]
Kim, Moon-Ju [1 ]
Park, Seung Bum [1 ]
机构
[1] Seoul Natl Univ, Dept Chem, Seoul 151747, South Korea
关键词
pyrimidine; pyrazole; 2-C-formyl glycals; carbohybride; acyclo-c-nucleoside;
D O I
10.1016/j.tetlet.2008.06.032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids was optimized and developed. The synthesis of acyclic polyol-fused pyrimidines was achieved in good to excellent yield with high purity by the cyclocondensation of 2-C-formyl glycals and various amidines using K2CO3 as inorganic base in co-solvent system. In comparison, the syntheses of pyrazole-based acyclo-C-nucleosides were accomplished simply by the cyclocondensation of 2-C-formyl glycals with hydrazine hydrate at room temperature and with phenyl hydrazine at refluxing temperature in ethanol. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5080 / 5083
页数:4
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