A convenient preparation of tetrahydropteridines and tetrahydrofolate analogs. Synthesis of tetrahydro-3',5'-dichloromethotrexate.
Tetrahydropteridine enzymatic cofactors and inhibitors may be conveniently prepared by reduction of the aromatic precursors with dimethylamine--borane in glacial acetic acid. A short reaction time at 20-60 degrees C affords tetrahydrofolate analogs in high yield and purity under anhydrous conditions and without protection from air. 3',5'-Dichloromethotrexate is reduced without hydrogenolysis of chlorine.
D001880:Boranes; D004123:Dimethylamines; D008727:Methotrexate / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D011621:Pteridines / Q000138:chemical synthesis*; D013763:Tetrahydrofolates / Q000138:chemical synthesis*
D001880:Boranes; D004123:Dimethylamines; D011621:Pteridines; D013763:Tetrahydrofolates; C025307:tetrahydro-3',5'-dichloromethotrexate; D008727:Methotrexate