Selective N3- and 5′-O-Alkylation of 2′,3′-O-isopropylideneuridine with methyl iodide |
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Authors: | Jari Hovinen |
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Abstract: | The 2′,3′-O-isopropylideneuridine ( 1 ) reacts with MeI in the presence of an excess of NaH in THF giving 2′,3′-O-isopropylidene-5′-O-methyluridine ( 2 ). Prolonged reaction time gives rise to 2′,3′-O-isopropylidene-3,5′-O-dimethyluridine ( 4 ). The use of an equimolar amount of base and alkylating agent results predominantly in methylation at N(3) (→ 3). |
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