Pyrimidine nucleosides. I. Synthesis of 6-methylcytidine, 6-methyluridine, and related 6-methylpyrimidine nucleosides
摘要：
The first successful synthesis of 6-methylpyrimidine nucleosides has been realized. 6-Methylcytidine (VIII) and 6-methyl-2′-deoxycytidine (XI) have now been prepared by direct utilization of 6-methylcytosine (IV) via silylation and subsequent treatment with the appropriate acetohalo sugar in acetonitrile. Conversion of 6-methylcytidine into 6-methyluridine (IX) has been achieved in 65% yield. This direct glycosidation procedure applied to 6-methyluracil gave 6-methyl-3-β-D-ribofuranosyluracil (IIa) as the major product. Utilization of this general method has resulted in preparation of 5,6-dimethyluridine (XIII). A new route to the synthesis of 6-methylcytosine (IV) is reported.
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DOI：
10.1021/jo01271a046
被引量：
年份：
1968
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