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Unequivocal Synthesis of l-(3'-C-methyl-β- D - erythro -pentofuranosyl) uracil (3'-C-methyl-2'-deoxyuridine)
S. N. Mikhailov, M. V. Fomitcheva
V. A. Engelhardl Institute of Molecular Biology, Academy of Sciences of th ; USSR, Moscow
Abstract: Unequivocal synthesis of 3'-C-methyl-2'-deoxyuridine has been carried out. The proposed method consists in the preparation of 3',5'-di-O-blocked 3'-C-methyluridines followed by the radical reduction of their phenoxythiocarbonyl derivatives and deblocking. Tertiary 3'-hydroxyl of 3'-C-methyluridine is protected with either benzyl or tet-rahydropyranyl group, whereas benzoyl group is invariably used to block primary 5'-hydroxyl group.
Russian Journal of Bioorganic Chemistry 1990, 16 (5):692-700