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Hydrolytic Cleavage of 6-Oxopurines after Intramolecular Acylation at N-3

1985; Elsevier BV; Volume: 23; Issue: 10 Linguagem: Inglês

10.3987/r-1985-10-2669

1881-0942

Frank Seela, Helmut Rosemeyer,

Synthesis of Organic Compounds

Reaction of 9H-hypoxanthin-9-yl ~ropionic acid ( z ) as well as of its 6-mercapto analogue (g) with N-[3-(dimethylamino) propyll-N'-ethylcarbodiimide hydrochloride results in an intramolecular acylation at N-3 followed by a spontaneous hydroxylation at C-2 and opening of the ~yrimidine ring.The products of these reaction sequences are the imida-