226908-43-6Relevant articles and documents
Efficient synthesis of 2,9-disubstituted 8-hydroxyadenine derivatives
Hirota, Kosaku,Kazaoka, Kazunori,Niimoto, Itaru,Sajiki, Hironao
, p. 1354 - 1365 (2007/10/03)
An efficient and general method for the synthesis of 2,9-disubstituted 8-hydroxyadenines, which are expected to have various biological activities, was realized. 5-amino-4-cyano-2-hydroxyimidazoles(1) were prepared from aminomalononitrile and isocyanates as key intermediates. The condensation of 1a with amidines, imidates, guanidine, urea and thioureas afforded 8-hydroxyadenines (2-6) possessing various substituents at the 2-position. Furthermore, selective alkylation of 2-amino- and 2-hydroxyadenines (4 and 6) successively proceeded to give the corresponding 2-alkylamino- and 2-alkoxyadenines (5 and 7), respectively. 2-Alkythioadenines (15) were prepared by an analogous reaction of 1a with benzoyl isothiocyanate and subsequent S-alkylation. The imidazoles 1 are most useful intermediated for the synthesis of 8-hydroxyadenine derivatives.
Novel and efficient synthesis of 8-oxoadenine derivatives
Hirota, Kosaku,Kazaoka, Kazunori,Niimoto, Itaru,Sajiki, Hironao
, p. 2279 - 2282 (2007/10/03)
A novel synthetic method of 8-oxoadenine derivatives (3 and 4) is reported. This widely applicable synthetic method was realized through the use of 5-amino-4-cyano-2-oxoimidazole derivatives (2) as the key intermediates. A variety of substituents were successfully introduced to the 2- and 9-position of the 8-oxoadenine nucleus.