کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1389349 982868 2007 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis of 3′-C-substituted thymidine derivatives by free-radical techniques: scope and limitations
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis of 3′-C-substituted thymidine derivatives by free-radical techniques: scope and limitations
چکیده انگلیسی

The scope and limitations of radical-mediated 3′-C-substitution of pyrimidine nucleosides was evaluated with 5′-O-(tert-butyldimethylsilyl)thymidine or its tert-butyldiphenylsilyl analogue having thionoester or thionoamide groups at O-3′, including (methylthio)thiocarbonyl, (phenoxy)thiocarbonyl, (pentafluorophenoxy)thiocarbonyl, and (1-imidazolyl)thiocarbonyl. Their reaction with acrylonitrile, methyl acrylate, and allyltributyltin under radical-generating conditions affords corresponding 3′-C-alkylated products, together with the product of simple deoxygenation at C-3′. The conditions for optimizing the yield of 3′-C-substituted product are presented.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Carbohydrate Research - Volume 342, Issue 2, 5 February 2007, Pages 259–267
نویسندگان
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