Hexahydrochromane derivatives. Part II. Synthesis of 4,4-disubstituted derivatives of hexahydrochromane.
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Biomedical subjects
Publications and source records attributed to B Sedzimirska.
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beta-Phenyltetrahydrofuran-2-one-alpha-carboxylic acid 1 was transformed in the Mannich reaction into alpha-aminomethyl derivatives of beta-phenyltetrahydrofuran-2-one 2-6. The obtained alpha-aminomethyllactones, in reaction of ammono- and hydrazinolysis yield alpha-aminomethyl-beta-phenyl gamma-hydroxybutyric acid derivatives 7-12. Compounds 4, 5, 8, 9, and 10 depress the central nervous system, and compound 12 shows analgesic properties.
Several new 4-substituted derivatives of hexahydrochromane were obtained. A new method for preparing the key intermediate for synthesis of this compounds i.e. ethyl 4-cyanohexahydrochromane-4-carboxylate 2 was elaborated. Comp. 8 shown central depressive activity.