Studies on derivatives of phenyltetrahydrofuranone-2-carboxylic acids. VI. Derivatives of beta-phenyltetrahydrofuranone-2-beta-carboxylic acid.

Proceeding with the studies on derivatives of pheyl-tetrahydrofuranone-2-carboxylic acids the authors have stated that the reaction of hydroxymethylation of ethyl ester of beta-phenyl-beta-cyanopropionic acid I gives transitionally beta-phenyl-beta-cyano-beta-hydroxymethylpropionic acid II which, after a long time, transforms into an amide of beta-phenyl-tetrahydrofuranone-2-beta-carboxylic acid (III). Amide III is tranformed, through acid IV, into acid chloride V that gives a number of derivatives: amide III, substituted amides (VI-IX), methyl ester X, ureide XI, and aminomethylamides (XII, XIII). The chemical structure of these compounds has been confirmed by elemental analysis and IR and PMR spectra. The compounds newly obtained were invested pharmacologically. It has been found that some of the derivatives (III, VI, VII, VIII, XII, XIII) exert a depressing action on the central nervous system.