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Facile methods for the synthesis of 5-formylcytidine

✍ Scribed by Adel A.-H Abdel Rahman; Takeshi Wada; Kazuhiko Saigo

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
61 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

5%-O-Protected 5-methylcytidine 3 was oxidized with Na 2 S 2 O 8 to give a mixture of the corresponding 5-(hydroxymethyl)-and 5-formylcytidine derivatives, 4 and 5. The hydroxymethyl group of 4 was further oxidized to a formyl group by treatment with ceric(IV) ammonium nitrate (CAN). Alternatively, 2%,3%,5%-O-protected 5-(hydroxymethyl)cytidine 10 was directly oxidized with CAN to give the desired 5-formylcytidine derivative 11. After removal of the protecting groups in each intermediate, 5-formylcytidine (6) was obtained in good yield.

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