ChemInform Abstract: A Facile Synthesis of the Phosphoramidites of 2-N-Methyl-2′-deoxy (or 2′-O-allyl)-ψ-isocytidine, 1,3-Dimethyl-2′-deoxy-ψ-uridine and N1-Methyl-2′-O-allyl-ψ-uridine as Synthons Suitable for Oligonucleotide Synthesis

Autor: G. R. Revankar, B. K. Bhattacharya
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 26
ISSN: 0931-7597
DOI: 10.1002/chin.199502221
Popis: An efficient and facile syntheses of 5′-O-(4, 4′-dimethoxytrityl)-3′-[2-cyanoethyl bis(1-methylethyl)]phosphoramidites of 2-N-methyl-2′-deoxy-ψ-isocytidine (6), 2-N-methyl-2′-deoxy-α-ψ-isocytidine (13), 2-N-methyl-2′-O-allyl-ψ-isocytidine (11), 1, 3-dimethyl-2′-deoxy-ψ-uridine (4) and N1-methyl-2′-O-allyl-ψ-uridine (19) have been accomplished in good overall yields. The pyrimidine-pyrimidine transformation reaction was found to be useful for the preparation of 2-N-methyl-2′-O-allyl-ψ-isocytidine (10). The utility of these novel phosphoramidites is demonstrated by their incorporation into oligonucleotides via solid-support, oligonucleotide methodology.
Databáze: OpenAIRE