Novel aspartyldipeptide amide derivatives and sweetener

Details Novel aspartyldipeptide amide derivatives and sweetener Novel aspartyldipeptide amide derivatives and sweetener

C - Chemistry, Metallurgy

07

K

C07K 5/072 (2006.01) A23L 1/236 (2006.01)

Patent

CA 2165721

The invention is concerned with novel aspartyldipeptide amide derivatives having the general formula: L-Asp-X-NH-C*HR1R2 (I) wherein X is a D- or DL-.alpha.-amino acid residue selec- ted from the group consisting of D-alanine, D-.alpha.- aminobutyric acid, D-norvaline, D-valine, D-norleu- cine, D-leucine, D-isoleucine, D-alloisoleucine, D- t-leucine, D-serine, D-O-methylserine, D-threonine, D-O-methylthreonine, D-allothreonine, D-O- methylallothreonine, D-phenyl glycine, D-furyl glycine and DL-furyl glycine, or X is a cyclic or non-cyclic .alpha.,.alpha.-dialkylamino acid residue having 3 to 6 carbon atoms; R1 is a linear or branched alkyl group having 1 to 6 carbon atoms or an alkoxymethyl group having 2 to 7 carbon atoms in the alkoxy por- tion; R2 is a phenyl group having in its 2-, 3- or 4-position substituent selected from the group consisting of F, Cl, Br, I, a hydroxy group, a linear or branched alkoxy group having 1 to 6 carbon atoms, a cyano group, a nitro group, an acetyl group, an amino group and acetylamino group, or R2 is a phenyl group having a methylenedioxy, trimethylene or tetramethylene group in its 2,3- or 3,4-position or R2 is a 2-, 3- or 4-pyridyl group, a 2- or 3-furyl group or a 2- or 3-thienyl group; with the proviso that the configuration of C* is (S) or (RS) when R1 is a linear or branched alkyl group, and is (R), (S) or (RS) when R1 is an alkoxymethyl group, and L-Asp and X are .alpha.-bonded. The compounds of formula (I) and their physiologically acceptable salts have excellent stability and sweet taste quality.

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