Nucleosides 11: synthesis of new derivatives of pyrido[2,3-d]pyrimidines and their nucleosides

Autor:	Mosselhi A. M. Mohamed, Adil A. Gobouri, Shams H. Abdel-Hafez
Rok vydání:	2020
Předmět:	Sodium ethoxide Silylation Pyrimidine 010405 organic chemistry General Medicine 010402 general chemistry 01 natural sciences Biochemistry Sodium methoxide Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Malonate chemistry Genetics Molecular Medicine Methylene Nucleoside
Zdroj:	Nucleosides, Nucleotides & Nucleic Acids. :1-11
ISSN:	1532-2335 1525-7770
DOI:	10.1080/15257770.2020.1862869
Popis:	Reaction of 6-amino-2-methylthio-3-methyluracil with ethyl ethoxymethyleneoxaloacetate or methyl(Z)-2-acetylamino-3-dimethylaminopropenoates afforded diethyl 2-(1,6-dihydro-1-methyl-2-(methylthio)-6-oxopyrimidin-4-yl-amino)methylene malonate or (2E)-methyl 3-(1,6-dihydro-1-methyl-2-(methylthio)-6-oxopyrimidin-4-yl-amino)-2-acetamidoacrylate, respectively. Cyclization of each of the latter products by sodium ethoxide afforded new pyrido [2,3-d]pyrimidines, which were ribosylated with 1-O-acetyl-2,3,5-O-benzoyl-β-D-ribofuranose by the silylation method yielded the protected nucleosides. The protected nucleosides were debenzoylated by sodium methoxide to afford novel pyrido[2,3-d]pyrimidine nucleosides. The structural assignmentsv for the new compounds were based on their elemental analysis and spectroscopic data.
Databáze:	OpenAIRE
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