Enzymatic synthesis of l

Add time:08/08/2019    Source:sciencedirect.com

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%.

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