Synthesis of Cyclic and Acyclic Pyrimidine Nucleosides Analogues with Anticipated Antiviral Activity

被引：4
|
作者：
El-Shehry, Mohamed F. [1 ]
El Telbani, Emad M. [2 ,3 ]
Hegab, Mohamed I. [4 ,5 ]
机构：
[1] Natl Res Ctr, Pesticides Chem Dept, Giza 12622, Egypt
[2] Natl Res Ctr, Green Chem Dept, Giza 12622, Egypt
[3] Jazan Univ, Fac Sci, Chem Dept, Jazan, Saudi Arabia
[4] Natl Res Ctr, Photochem Dept, Giza 12622, Egypt
[5] Al Jouf Univ, Chem Dept, Fac Sci & Arts, Sakakah, Saudi Arabia
来源：
ACTA CHIMICA SLOVENICA | 2018年 / 65卷 / 02期
关键词：
Pyrimidines; nucleosides; vorbruggen and niedballa's procedure; antiviral activity; ASSISTED SYNTHESIS; GENERAL-SYNTHESIS; N-GLYCOSIDES; DERIVATIVES; RESISTANCE; ISOXAZOLE; PYRAZOLE; PYRIDINE;
D O I：
10.17344/acsi.2017.4144
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A convenient method for preparation of cyclic and acyclic nucleosides was achieved by alkylation of 6-(2,4-dichlorophenoxymethyl) pyrimidine-2,4-dione (1) with a variety of acyclic and cyclic activated sugar analogues, namely (2-acetoxyethoxy) methyl acetate (3), 2-(acetoxymethoxy) propane-1,3-diyl dibenzoate (4), benzyloxymethyl acetate (5), 2-acetoxy-5-(benzoyloxymethyl) tetrahydrofuran-3,4-diyl dibenzoate (12), 5-chloro-2-((4-chlorobenzoyloxy) methyl) tetrahydrofuran-3-yl 4-chlorobenzoate (13) and 2-(acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triyl triacetate (14), respectively. Deprotection of the synthesized nucleosides was achieved by using methanolic ammonia. The structures of the newly synthesized nucleoside analogues were fully characterized by analytical methods (mass spectrometry, H-1 NMR, C-13 NMR, and elemental analysis).
引用
收藏
页码：401 / 406
页数：6
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