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An approach towards the synthesis of sialyl nucleoside mimetics
Institution:1. Université de Limoges, Laboratoire de Chimie des Substances Naturelles, EA 1069, 123 Avenue Albert Thomas, 87060 Limoges, France;2. Université de Limoges, XLIM, UMR CNRS 6172, Département Photonique, 123 Avenue Albert Thomas, 87060 Limoges, France;3. Universidade de Santiago de Compostela, Departamento de Física Aplicada, 15782 Galicia, Spain;4. Normandie Univ, COBRA, UMR 6014 et FR 3038, Univ Rouen, INSA Rouen, CNRS, IRCOF, 1 rue Tesnière, 76821 Mont Saint Aignan Cedex, France;1. Department of Chemistry, R. K. Mission Vivekananda Centenary College, Rahara, Kolkata 700 118, West Bengal, India;2. Chemistry Division, CSIR-Indian Institute of Chemical Biology, Jadavpur 700 032, West Bengal, India;3. Department of Chemistry, The University of Reading, PO Box 224, Whiteknights, Reading RG6 6AD, UK;1. Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo, 194-8543, Japan;2. Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa, 769-2193, Japan
Abstract:An approach towards the synthesis of novel sialyl nucleoside mimetics based on d-fructose is described. The synthesis of these mimetics is achieved in good overall yield in seven steps. The key synthetic step is the coupling reaction of pyrimidine bases (uracil, 5-fluorouracil and cytosine) to the C-1 position of the modified d-tagatofructofuranoside.
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