Preparation of amino acids from unsaturated hydantoins

Details Preparation of amino acids from unsaturated hydantoins Preparation of amino acids from unsaturated hydantoins

1985-07-08

1986-09-23

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

562401, 562445, 562446, 562447, 562449, 562426, 562575, 562567, 562574, 562507, 562556, 562561, 562564, 558414, C07C 9908

Patent

active

046136916

ABSTRACT:
Amino acids can be easily prepared by reducing unsaturated hydantoins to the corresponding saturated hydantoins by hydrogenating the unsaturated hydantoin using either Raney Nickel catalyst in the presence of more than a stoichiometric amount of caustic or by using zinc and hydrochloric acid followed by hydrolyzing the resultant composition with at least 3 molar equivalents of an alkali metal hydroxide to produce a racemate of an alpha amino acid. The amino acid in suitable derivative form can then be resolved particularly using a two-phase solvent system. The residual isomer of the amino acid remaining after the resolution process can then be racemized using either pyridoxal-5-phosphate or an aliphatic acid in combination with an aldehyde or a ketone. By these procedures, it is possible to obtain high yields of amino acids.

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