Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1985-10-21
1987-12-01
Kight, John
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
530333, 435 70, C07C10132, C12P 2102, A61K 3702
Patent
active
047105836
ABSTRACT:
Synthesis of phenylserine ester (a) via benzaldehyde and glycine ester using serine hydroxymethyltransferase; and (b) via methyl benzoylacetate. Synthesis of hydroxy-aspertame or derivative by enzymatic coupling of phenylserine or derivative with aspertic acid or derivative. Hydrogenation of the coupled product to give as final product aspertame or analog with related processes and products.
REFERENCES:
Kullmann, "Protease-Mediated Peptide Bond Formation", Journal of Biological Chemistry, vol. 256, No. 3, pp. 1301-1304, 1981.
Jakubke et al. "Basic Principles of Protease-Catalyzed Peptide Bond Formation", Angew. Chem. Int. Ed. Eng. 24 (1985) No. 2 pp. 85-93.
Elphimoff-Felkin et al. "Synthese de l'erythro .beta.phenylserine", Seance du 15 Janvier 1951, Academie des Sciences, pp. 241-243.
Chang et al. "Palladium Catalysts Vo The Hydrogenation of .alpha.-Oximino Ketones" Jour. Amer. Chem Soc. 75, 89 (1953).
Chmurny Alan B.
Gross Akiva T.
Kupper Robert J.
Roberts Rowena L.
Kight John
McDowell, Jr. W. W.
Pippenger P. M.
W. R. Grace & Co.
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