Regiospecific deuteriation of chiral 3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazines in the stereospecific synthesis of α-deuteriated α-amino acids
Abstract
Base-catalysed deuteriation of (3R)- or (3S)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine in refluxing CH3O2H–2H2O gives the [6-2H2] isotopomer in excellent yield without disturbing the stereogenic centre at C-3, and thus providing convenient and efficient access to a range of (R)- and (S)-α-deuteriated α-amino acids.