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- W2006804614 abstract "The first examples of the unknown pyrazino[2,3-e]-as-triazine ring system, that is, the 6,7-dihydroxy-5,6,7,8-tetrahydropyrazino[2,3-e]-as-triazines, have been prepared by ring closure of selected 5,6-diamino-as-triazines with 40% aqueous glyoxal. These 4-azapteridines experience a novel exchange process with alcohols at the C(7)-position. When dissolved in alcohol and stirred at room temperature, the 7-alkoxy, 6-hydroxy analogues are formed and isolated. In fact, during ring closure, if alcohols are used as the solvent, only the latter compounds are obtained. Initially, cyclization of the ortho-diamino-as-triazines with glyoxal proceeds in a stereoselective manner giving rise to both the cis and trans adducts. A single-crystal X-ray diffraction study has determined the predominant and most stable adduct to be the trans (R,R or S,S) isomer. Spectroscopy (nmr) has verified the intermediacy of the cis adduct, but because of the aforementioned exchange process only the trans isomer is isolated. The site of exchange on these σ-adducts has been rigorously established as C(7). A plausible reaction mechanism by which this exchange process occurs is presented." @default.
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- W2006804614 date "1986-01-01" @default.
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- W2006804614 title "4-Azapteridines.2. spectral, chromatographic, and X-Ray crystallographic studies concerning the mode of covalent addition to the pyrazino[2,3-e]-as-triazine ring system" @default.
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- W2006804614 doi "https://doi.org/10.1002/jhet.5570230108" @default.
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