Synthesis of racemic and enantiomeric 3-pyrrolidinyl derivatives of purine and pyrimidine nucleobases |
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Authors: | Kocalka Petr Pohl Radek Rejman Dominik Rosenberg Ivan |
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Institution: | Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Praha 6, Czech Republic. |
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Abstract: | The present work relates to the synthesis of pyrrolidine nucleoside analogs. Starting from malic acid, we have elaborated a high-yield synthesis of racemic and enantiomeric N-protected 3-pyrrolidinols and their O-mesyl derivatives as key compounds for alkylations of purine and pyrimidine nucleobases. On varying base and solvent, we have found conditions providing both satisfactory N-/O-regioisomeric ratio and acceptable yield for pyrimidine compounds. |
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