L-Dopa process and intermediates

Details L-Dopa process and intermediates L-Dopa process and intermediates

1975-08-06

1977-01-25

Gerstl, Robert

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260307A, 260519, 2606065P, 260934, C07C10327

Patent

active

040051277

ABSTRACT:
A process for the preparation of 3-(3,4-dihydroxyphenyl)-L-alanine (L-DOPA) wherein .alpha.-acetamido-4-hydroxy-3-alkoxy-cinnamic acid acetate is subjected to catalytic asymmetric hydrogenation to yield an optically active mixture N-acetyl-3-(4-hydroxy-3-alkoxyphenyl)-alanine acetate, with the L enantiomorph being present in a major amount and the D enantiomorph being present in a minor amount, from which N-acetyl-3-(4-hydroxy-3-alkoxyphenyl)-L-alanine acetate can be easily recovered and is then converted to L-DOPA.
Novel precursors for L-DOPA are prepared in the process of this invention.

REFERENCES:
patent: 3734952 (1973-05-01), Krubiner
Horner et al. Angew. Chem. 7, (1968) Int. Ed.
Knowley et al. Chem. Comm. 1146 (1968).

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