Versatile synthesis of 6-substituted 8-deazapteridine-2,4-diamines. Formal total synthesis of 8,10-dideazaminopterin

被引:14
|
作者
Troschutz, R
Karger, A
机构
[1] Inst fur Pharmazie/Lebensmittelchem., Universitat Erlangen-Nurnberg, D-91052 Erlangen
关键词
D O I
10.1002/jhet.5570330643
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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, 10d, 25, is described. Starting from keteneaminals 1 or 12 and enaminones 4 or beta-aminoketone 17 the title compounds can be prepared via functional group transformation of 2-amino-3-nitropyridines 5 or nicotinate 13a yielding 3-amino-alpha-picolinonitriles 9 which are cyclocondensed with guanidine.
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页码:1815 / 1821
页数:7
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