Abstract
AbstractA new procedure for the synthesis of 2′‐ketals of 4‐thiouridine (1c), N4‐methylcytidine (2a) and N4,N4‐dimethylcytidine (2b), starting from the. easily accessible 3′,5′‐di‐O‐acetyl‐2′‐O‐(methoxytetrahydropyranyl)uridine (1b), has been devised. Modified dinucleoside monophosphates i6Aps4U (7a) and s4UpU (7b)N, Y, nucleoside moiety. NpY, nucleotidyl‐(3′‐5′)‐nucleoside; s4U, 4‐thiouridine; i6A, N6‐(Δ2‐isopentenyl)adenosine. See also: Pure Appl. Chem. 40, 277 (1974). have been prepared, in satisfactory yields, by appropriate internucleotide bond formation between (1c) and the corresponding 5′‐ester (1d) with 2′,5′‐dieO‐(methoxytetrahydropyranyl)‐N6‐(Δ2‐isopentenyl)adenosine (3) and 2′,3′‐O‐methoxymethylideneuridine (4), respectively.
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