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Über Pterinchemie 67. Mitteilung Zum Verlauf der katalytischen Reduktion von 6, 7-Diphenylpterin

✍ Scribed by Symeon Antoulas; Jost H. Bieri; Max Viscontini

Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
162 KB
Volume
61
Category
Article
ISSN
0018-019X

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✦ Synopsis

On the pathway of the catalytic reduction of 6,7‐diphenylpterin

The pathway of the hydrogen addition to the pyrazine ring of 6, 7‐diphenylpterin (1a) during acid‐catalyzed reduction was elucidated. Initial hydrogenation of the 5, 6‐double bond produces 6, 7‐diphenyl‐5, 6‐dihydropterin (2a); this then undergoes a [1, 2]‐H‐rearrangement, which yields the thermodynamically more stable 6, 7‐diphenyl‐7, 8‐dihydropterin (3a).

Subsequent reduction of 3a gives 4.

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## Abstract Die erste Synthese eines 6, 6‐disubstituierten Tetrahydropterins, nämlich des 6‐Aminomethyl‐6‐methyl‐5, 6, 7, 8‐tetrahydropterins, wird beschrieben: Das durch Anlagerung von Blausäure an 6‐Methyl‐7, 8‐dihydropterin entstandene 6‐Cyano‐6‐methyl‐5, 6, 7, 8‐tetrahydropterin wird acetyliert