Process for producing 2,6-disubstituted tyrosine

Details Process for producing 2,6-disubstituted tyrosine Process for producing 2,6-disubstituted tyrosine

1987-12-31

1989-11-07

Gray, Bruce

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

Organic compounds

Silicon containing

556418, 556419, 556420, 556423, 560 21, 560 22, 560 24, 560 27, 560 29, 560 30, 560 31, 560 32, 560 39, 560 40, 560 41, 562435, 562437, 562443, 562445, 562446, 562449, C07F 710

Patent

active

048793981

ABSTRACT:
A process for making 2,6-disubstituted tyrosine by the noble metal coupling of a disubstituted aromatic halide or diazonium salt with an amino-protected 2-aminoacrylic acid to form a (Z)-.beta.-(disubstituted phenyl)-.alpha.-acylaminoacrylate, and asymmetrically hydrogenating the acrylate to produce the 2,6-disubstituted tyrosine.

REFERENCES:
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patent: 4331818 (1982-05-01), Riley
patent: 4599325 (1986-07-01), Hansen et al.
patent: 4634775 (1987-01-01), Beck et al.
Steric Hindrance in .alpha.-Chymotrypsin-Catalyzed Reactions; H. I. Abrash and C. Niemann; Biochemistry, 2, 947, (1963).
The Preparation of Methyl-Substituted DL-Phenylalanines, R. R. Herr, T. Enkoji and J. P. Dailey; J. American Chemical Society, 79, 4229, (1957).
Assymmetric Hydrogenations Catalysed by Diphosphinite Rhodium Complexes Derived from Natural Tartaric Acid; J. Bourson and L. Oliveros; Journal of Organometallic Chemistry, 229, 77-84, (1982).
Assymetric Hydrogenation Using Ferrocenylphosphine Rhodium (I) Cationic Complexes; W. R. Cullen and E-ShanYeh; Journal of Organometallic Chemistry, 139, C13-C16, (1977).
Structural Requirements in Chiral Diphosphine-Rhodium Complexes; Tetrahedron Letters No. 52, pp. 4639-4642, (1977), Pergamon Press, Great Britain.
Abstract; Dygas, TCM TECH Symposium at G. D. Searle & Co., (1986).
Derwent Publications Ltd., Abstracts 12030B/07; 39650 K/17; 34661C/20; O6090C/04; 87-057083/09.

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