Acyl-phenoxy-propanesulfoacids and salts, and artificial...

C - Chemistry – Metallurgy – 07 – C

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99/140.1, 260/50

C07C 49/82 (2006.01) A23L 1/22 (2006.01) A23L 1/236 (2006.01) A61K 31/255 (2006.01) C07C 49/78 (2006.01)

Patent

CA 1037491

ABSTRACT OF THE DISCLOSURE New compounds of the general formula (I), or their salts Image (I) are prepared as follows: a) a compound of the general formula (II) Image (II) is reduced; or b) a compound of the general formula (III) Image (III) is reacted, optionally after protecting the phenolic hydroxy group attached to position 3 of the ring, with a compound of the general formula (IV), Image (IV) or c) group R1 of a compound of the general formula (V) Image (V) is removed in an acidic medium, and, if desired, a compound of the general formula (I) is converted into its salt, or a salt of a compound of the general formula (I) is converted into the free acid or an- other salt thereof. The compounds of the general formula (I) and their salts are valuable artificial sweetening agents. In the above formulae "alkyl" stands for a C1-4 alkyl group, R stands for hydrogen or a protecting group capable to split off upon hydrogenolysis, preferably benzyl or benzyloxy- carbonyl group, M+ stands for a proton or another cation, X stands for a group of the general formula O-M+, Y stands for halogen, or X and Y may represent together an oxygen atom, and R1 stands for a protecting group capable of splitting off in acidic media, such as 2-tetrahydropyranyl or 1-ethoxyethyl group.

220317

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