Collect. Czech. Chem. Commun.
1995, 60, 875-882
https://doi.org/10.1135/cccc19950875
Synthesis of Acyclic Nucleotide Analogues Derived from 2-(Aminomethyl)adenine and 2-(Aminomethyl)hypoxanthine
Michal Hocek, Milena Masojídková and Antonín Holý
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
Abstract
Synthesis of a series of 2-(aminomethyl)-9-(2-phosphonomethoxyalkyl)adenines VI and hypoxanthines VII is reported. The protected 2-(aminomethyl)adenine I was selectively alkylated with [bis(2-propoxy)phosphonylmethoxy]alkyl chlorides or tosylates II and the obtained 9-[bis(2-propoxy)phosphonylmethoxy]alkyl-2-(benzyloxycarbonyla minomethyl)adenines IV were oxodeaminated to give the corresponding hypoxanthine derivatives V. The intermediates IV and V were completely deprotected by treatment with iodotrimethylsilane under formation of the title compounds VI and VII.
