934200-86-9Relevant academic research and scientific papers
METHOD FOR PRODUCTION OF D-(4-AMINOMETHYL)PHENYLALANINE DERIVATIVE
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Page/Page column 40-43, (2010/11/26)
Disclosed is a method for production of a D-(4-aminomethyl)phenylalanine derivative which is useful as an intermediate for the production of a pharmaceutical agent. The method comprises the steps of producing a 5-[(4-aminomethyl)benzyl]hydantoin derivative and hydrolyzing the resulting derivative with hydantoinase in a D-stereoselective manner. In the method, the 5-[(4-aminomethyl)benzyl]hydantoin derivative can be produced by a process in which a 5-alkoxycarbonylhydantoin derivative is reacted with a 4-aminomethylbenzyl halide derivative to yield a 5-alkoxycarbonyl-5-[(4-aminometyl)benzyl]hydantoin derivative, the resulting derivative is subjected to ester hydrolysis to yield a carboxylic acid, and the carboxylic acid is then decarbonated to yield the desired derivative. Alternatively, the 5-[(4-aminomethyl)benzyl]hydantoin derivative can also be produced by a process in which hydantoin is reacted with a 4-aminomethylbenzaldehyde derivative to yield a 5-[(4-aminomethyl)benzylidene]hydantoin derivative, and the resulting derivative is then reduced to yield the desired derivative. The method can produce the compound in a simple manner and in an industrial scale.
