VERSATILE SYNTHESIS OF 6-SUBSTITUTED 8-DEAZAPTERIDINE-2,4-DIAMINES - FORMAL TOTAL SYNTHESIS OF 8,10-DIDEAZAMINOPTERIN

Authors
TROSCHUTZ R KARGER A
Citation
R. Troschutz et A. Karger, VERSATILE SYNTHESIS OF 6-SUBSTITUTED 8-DEAZAPTERIDINE-2,4-DIAMINES - FORMAL TOTAL SYNTHESIS OF 8,10-DIDEAZAMINOPTERIN, Journal of heterocyclic chemistry, 33(6), 1996, pp. 1815-1821
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
33
Issue
6
Year of publication
1996
Pages
1815 - 1821
Database
ISI
SICI code
0022-152X(1996)33:6<1815:VSO68->2.0.ZU;2-F
Abstract
A new synthesis of 4-amino-4-deoxy-8,10-dideazapteroic acid (11d) and 6-substituted and 5,6-anellated 8-deazapteridine-2,4-diamines, 10a, 10 d, 25, is described. Starting from keteneaminals 1 or 12 and enaminone s 4 or beta-aminoketone 17 the title compounds can be prepared via fun ctional group transformation of 2-amino-3-nitropyridines 5 or nicotina te 13a yielding 3-amino-alpha-picolinonitriles 9 which are cycloconden sed with guanidine.