A facile and effective synthesis of lamivudine 5′-diphosphate
| Autor: | Béatrice Roy, Isabelle Lefebvre, Christian Périgaud, Jean-Yves Puy |
|---|---|
| Přispěvatelé: | Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM) |
| Rok vydání: | 2011 |
| Předmět: |
010402 general chemistry
01 natural sciences Biochemistry High-performance liquid chromatography Chemical synthesis chemistry.chemical_compound Phosphonylation Liquid chromatography–mass spectrometry Drug Discovery medicine Nucleophilic substitution Organic chemistry Phosphorylation 3TC [CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry Organic Chemistry Lamivudine LC/MS Combinatorial chemistry Oxaziridine 0104 chemical sciences chemistry Yield (chemistry) Derivative (chemistry) medicine.drug |
| Zdroj: | Tetrahedron Letters Tetrahedron Letters, Elsevier, 2011, 52, pp.1250-1252. ⟨10.1016/j.tetlet2010.12.105⟩ |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2010.12.105 |
| Popis: | International audience; We report on the first solution synthesis of lamivudine 5'-diphosphate in both high yield and purity. Efficient synthesis of lamivudine 5'-monophosphate was obtained through lamivudine H-phosphonate oxydation by (-)-(8,8-dichlorocamphorylsulfonyl)oxaridine. Diphosphorylation was performed by nucleophilic substitution of the phosphorimidazolate derivative of lamivudine HPLC coupled with UV or MS detection was found to be an invaluable tool for the follow-up of phosphorylation reactions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect