Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof
Patent
1977-10-07
1979-04-10
Thomas, Jr., James O.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acids and salts thereof
562560, 562561, C07C 9900
Patent
active
041490126
ABSTRACT:
The racemate of 3-fluoro-alanine, and salts thereof, are prepared by reductive amination of 3-fluoro-pyruvic acid, its hydrate, or salts thereof, via the intermediate 2-imino-3-fluoro propionic acid salt, using alkali metal borohydrides as reducing agents. The racemates thus obtained are valuable in the production of 3-fluoro-D-alanine and its pharmacologically acceptable salts, and derivatives thereof, which are potent antibacterial agents.
REFERENCES:
patent: 2610212 (1952-09-01), Floyd
patent: 2839547 (1958-06-01), Borther
Greenstein, "Chemistry of the Amino Acids," vol. 3, (Wiley & Sons, Inc., N.Y., 1961), p. 1829.
Borch, J. Am. Chem. Soc., 93, pp. 2897-2904 (1971).
Dolling Ulf-H.
Grabowski Edward J. J.
Schoenewaldt Erwin F.
Sletzinger Meyer
Levitt Julian S.
Merck & Co. , Inc.
Pfeiffer Hesna J.
Shippen Michael
Thomas, Jr. James O.
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