Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Nucleosides Analogs. XVIII. Synthesis of Pyrimido-[4, 5-c] pyridazine Nucleoside Analogs
HARUO OGURAMASAKAZU SAKAGUCHIKENKO NAKATANOBUKO HIDAHISAKO TAKEUCHI
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1981 Volume 29 Issue 3 Pages 629-634

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Abstract
The reactions of 6-hydrazino-1, 3-dimethyluracil (1) with aldoses (2a-e), D-fructose, and D-glucuronolactone gave hydrazones (3a-e, 6, and 8) in good yields, and these products were converted to pyrimido [4, 5-c] pyridazine nucleoside analogs (4a-e, 7, and 9) by cyclodehydration. Stereoisomers were isolated from the reaction mixtures of pyrimido [4, 5-c] pyridazine derivatives, and were examined by CD spectroscopy. On the other hand, the hydrazones (11a, b) of 1 with glycolaldehyde or (±)-glyceraldehyde were converted only to acetates (12a, b). Formation of the pyrimido [4, 5-c]-pyridazine derivatives (13a, b) was not observed.
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© The Pharmaceutical Society of Japan
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