Synthesis and synthetic applications of 1-(3-O-tosyl-β-D-glucopyranosyl) thymines:: toward new classes of hexopyranosyl pyrimidines

被引:6
|
作者
Deshpande, SG
Pathak, T [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
[2] Natl Chem Lab, Organ Chem Div Synth, Pune 411008, Maharashtra, India
关键词
hexopyranosyl; nucleosides; modified; allopyranosyl; altropyranosyl; azidonucleosides; thionucleosides; aminonucleosides;
D O I
10.1016/j.tetlet.2003.12.153
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-(2,4,6-Tri-O-acetyl-3-O-tosyl-beta-D-glucopyranosyl) thymine has been synthesized by combining thymine with the appropriate carbohydrate. The availability of this key nucleoside made possible the synthesis of 2,2'-O-anhydro-(4,6-O-phenyl- methylene-beta-D-altropyranosyl) thymine and 1-(2,3-O-anhydro-4,6-O-phenylmethylene-beta-D-mannopyranosyl) thymine. A wide range of modified hexopyranosyl nucleosides can be easily prepared from these functionalized starting materials. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2255 / 2258
页数:4
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