Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1990-05-18
1992-09-22
Ivy, C. Warren
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D30758
Patent
active
051498405
ABSTRACT:
The invention provides a process for the preparation of natural 5-methyl- and 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one, by heating and reacting a pentose or 6-deoxyhexose in the presence of an amino acid and directly separating, the hydroxyfuranone from the reaction mixture by distillation under reduced pressure. Preferably the distillation is carried out in the presence of a high boiling organic solvent, particularly propylene glycol and glycerol. The amino acid is preferably lysine, proline or hydroxyproline.
REFERENCES:
patent: 2936308 (1960-05-01), Hodge
patent: 3455702 (1969-07-01), Willham et al.
patent: 3558664 (1971-01-01), Robinson et al.
patent: 3629293 (1971-12-01), Peer et al.
patent: 3647825 (1972-03-01), Shimizaki et al.
patent: 4013800 (1972-03-01), Shimazaki et al.
patent: 4045587 (1977-08-01), Katz et al.
patent: 4181666 (1980-01-01), Huber et al.
patent: 4208338 (1980-06-01), Huber et al.
patent: 4480111 (1984-10-01), Whitesides et al.
Doornbos, Amadori Compounds, Derived from 6-Deoxy Sugars, as Flavour Precursors, Procceding of the International Symposium "Maillard Reactions in Food-Chemical, Physical and Technological Aspects", Uddevalla, Sweden Sep. 2-6, 1979.
Peer, "Degradation of Sugars and Their Reactions with Amino Acids", Misc. Papers, Landbouwhogeschool Wageningen No. 9, (1971) pp. 105-115.
H. Shigematsu, "Components of roasting flavor formed in the heating reaction between amino compounds and sugars", Chemical Abstracts, Jan. 2, 1978, p. 619, vol. 88, No. 1.
De Rijke et al. "Shigematsu variation of the Maillard reaction", Chemical Abstracts, May 10, 1982, p. 604 vol. 96, No. 19.
Doornbos et al., "Amadori compounds derived from 6-deoxy sugars, as flavor precursors", Chemical Abstracts, vol. 96, No. 11, Mar. 15, 1982, p. 488.
Shaw et al., "Hexose-amino acid degradation studies involving formation of pyrroles, furans, and other low molecular weight products", Journal of Agricultural and Food Chemistry, vol. 25, No. 3, May-Jun. 1977, pp. 641-644.
Heibl et al., "Isolation of 4-hydroxy-2-(hydroxymethyl)-5-methyl-3(2H)-furanone from sugar amino acid reaction mixture", Journal of Agricultural and Food Chemistry, vol. 35, No. 6, Nov.-Dec. 1987, pp. 990-993.
Peer et al., "The reaction of aldopentoses and secondary amine salts, a convenient . . .", Recueil, vol. 87, (1968), pp. 1011-1017.
de Hey Johannes T.
Decnop Coenraad
Van Dort Johannes M.
Ivy C. Warren
Owens Amelia A.
Unilever Patent Holdings B.V.
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