Process for the production of optically active 3-aminocarboxylic

Details Process for the production of optically active 3-aminocarboxylic Process for the production of optically active 3-aminocarboxylic

1984-12-04

1986-04-29

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

560 35, 560155, 560168, 560173, 562443, 562553, 562576, C07C10118

Patent

active

045858870

ABSTRACT:
Process for the production of an optically active 3-aminocarboxylic acid ester from a .beta.-keto acid ester. The .beta.-keto acid ester is converted with a chiral amine into the corresponding enamine. The enamine is converted by hydrogenation in the presence of a platinum catalyst into the corresponding N-substituted amino acid esters. Such ester mix is converted by means of HCl gas into the hydrochlorides. The latter are neutralized. Then by liberation and isolation from the neutralized products by hydrogenolysis in the presence of a palladium catalyst, the desired optically-active 3-aminocarboxylic acid ester is obtained.

REFERENCES:
patent: 2777873 (1957-01-01), Hasek
Emerson, "Organic Reactions," vol. IV, pp. 174-202, (1948).
Furukawa et al., Chem. Pharm. Bull. 27 (9), pp. 2223 to 2226, (1979).

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