Collect. Czech. Chem. Commun. 1995, 60, 224-236
https://doi.org/10.1135/cccc19950224

Acyclic Nucleoside and Nucleotide Analogs Derived from 2-Azaadenine

Dana Hocková, Milena Masojídková, Miloš Buděšínský and Antonín Holý

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic

Abstract

Alkylation of cesium salt of 2-azaadenine with appropriate synthons afforded the following acyclic analogs of nucleosides and nucleotides: (S)-9-(2,3-dihydroxypropyl)-2-azaadenine (VI), 3-(2-azaadenin-9-yl)-2-hydroxypropanoic acid (VIII), 9-(2-phosphonomethoxyethyl)-2-azaadenine (Xb), (R)-9-(2-phosphonomethoxypropyl)-2-azaadenine (XIb) and (S)-9-(3-hydroxy-2-phosphonomethoxypropyl)-2-azaadenine (XVIb). In some cases the N-2 isomers were also isolated.