Synthesis of 5′-C-Branched Thymidines and Conversion to Phosphoramidites |
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| Authors: | Guangyi Wang Patrick J Middleton |
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| Institution: | Research Department , ICN Pharmaceuticals, Inc. , 3300 Hyland Avenue, Costa Mesa, CA, 92626, USA |
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| Abstract: | Abstract Thymidine was converted to its 5′-epoxy derivative, which was reacted with nucleophiles to give 5′-C-aminomethyl-, 5′-C-bromomethyl-, 5′-C-cyanomethyl, and 5′-C-methoxymethylthymidine derivatives with defined stereochemistry. 5′-C-ally-, 5′-C-hydroxymethyl-, 5′-C-hydroxypropyl-, and 5′-C-(imidazole-4-acetamido)methyl-thymidine derivatives were also prepared. The 5′-C-branched thymidines were converted to the corresponding phosphoramidites. |
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