✦ LIBER ✦

A synthesis of cytidine-5-3H

✍ Scribed by B. van Zanten; W. den Hollander

Publisher: John Wiley and Sons
Year: 1966
Tongue: French
Weight: 357 KB
Volume: 2
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2590020309

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✦ Synopsis

Cytidine-PH was synthesized, by the incorporation of I . I-diethoxy 2-~yanoethane-2-~H (~yanoacetal-2-~H), using an adaption of the procedure described by Codington (1) for the synthesis of cytidine-2-14C. The final step in this procedure was the coupling of the mercuric compound of the base with the blocked chloro-sugur in a toluene-benzene solvent. The fact that this reaction can be used indicates that mercuric-salt catalyzed hydrogen exchange between benzene-toluene solvent and nucleoside, as described by LePage and Junga @), does not occur with cytidine at least at the 5-position. Furthermore the present investigation shows that dimethyl acetamide is an excellent aprotic solvent and can be used as such for reactions involtling exchange of labile tritium under alkaline conditions. NaOCzHs CZH~O-CH=CH--CN + CzHjOT c ' (CzH50)~ CH . CHT. CN * PANAX scintillation counter SC/LP.

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