Australian Journal of Chemistry · 1985 · 22 citations · 0 references
PharmacyBiochemistryMedicinal ChemistryBiochemical PharmacologyNatural Product BiosynthesisSynthetic Medicinal ChemistryAmino Acid ChemistryAmino Acid-derived Natural ProductsPeptide ChemistryPeptide Natural ProductsPterin Biosynthesis
6-Hydroxymethylpterin was prepared in c. 80% overall yield via 2- acetamido-6-methylpteridin-4(3H)-one, oxidation with lead tetraacetate to 2-acetamido-6-acetoxymethylpteridin-4(3H)-one and hydrolysis. The 2-acetamido-6-methylpterin was prepared isomerically pure by acetylation of a mixture of 6- and 7-methylpterin prepared by condensation of 2,5,6-triaminopyrimidin-4(3H)-one with methylglyoxal at 0-5°. Under these conditions the ratio of 6-methyl- to 7-methylpterin is considerably improved (9 : 1).