68469-37-4Relevant academic research and scientific papers
Enzymatic synthesis of L-6-hydroxynorleucine
Hanson, Ronald L.,Schwinden, Mark D.,Banerjee, Amit,Brzozowski, David B.,Chen, Bang-Chi,Patel, Bharat P.,McNamee, Clyde G.,Kodersha, Gus A.,Kronenthal, David R.,Patel, Ramesh N.,Szarka, Laszlo J.
, p. 2247 - 2252 (1999)
L-6-Hydroxynorleucine, a key chiral intermediate used for synthesis of a vasopeptidase inhibitor, was prepared in 89% yield and >99% optical purity by reductive amination of 2-keto-6-hydroxyhexanoic acid using glutamate dehydrogenase from beef liver. In an alternate process, racemic 6- hydroxynorleucine produced by hydrolysis of 5-(4-hydroxybutyl)hydantoin was treated with D-amino acid oxidase to prepare a mixture containing 2-keto-6- hydroxyhexanoic acid and L-6-hydroxynorleucine followed by the reductive amination procedure to convert the mixture entirely to L-6-hydroxynorleucine, with yields of 91 to 97% and optical purities of >99%.
