ES420184A1 - Procedure for the preparation of new derivatives of cyclobutane. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Procedure for the preparation of new cyclobutane derivatives of the general formula I, **(See formula)** wherein R1 to R3, which may be the same or different, signify hydrogen atoms, halogen atoms, hydroxy, trifluoromethyl, benzyloxy, acyloxy groups, alcohol radicals with 1 to 6 carbon atoms, alkoxy radicals with 1 to 3 carbon atoms. carbon or two of the radicals R1 to R3 together signify a methylenedioxy group; R4 signifies a hydrogen atom or an alcohol radical with 1 or 2 carbon atoms; R5 signifies a hydrogen atom or an alcohol radical with 1 to 3 carbon atoms; and R6 signifies a phenyl radical which may be monosubstituted or disubstituted with a halogen atom, trifluoromethyl groups, hydroxy, nitro, amino, benzyloxy, acyloxy, alcohol radicals with 1 to 3 carbon atoms, alkoxy radicals with 1 to 3 carbon atoms or alcoholylthio radicals with 1 to 3 carbon atoms, or a pyridyl radical optionally substituted with a halogen atom, a hydroxy, nitro, amino, benzyloxy, acyloxy group, an alcoholic radical with 1 to 3 carbon atoms or an alkoxy radical with 1 to 3 carbon atoms, as well as their salts with physiologically compatible organic or inorganic acids or bases, characterized in that for the preparation of compounds of the general formula I, in which the radicals R1 to R3 do not signify any acyloxy group and the radical R6 does not contain any acyloxy or carbalkoxy groups, a compound of the general formula II is reacted, **(See formula)** wherein R4, R5 and R6, with the exception of the radicals containing acyloxy and carbalkoxy groups, are as initially defined, with a compound of the general formula III, **(See formula)** where R'1 to R'3 signify hydrogen atoms, halogen atoms, hydroxyl groups protected by a protecting radical, trifluoromethyl groups, alcohol radicals with 1 to 6 carbon atoms, alkoxy radicals with 1 to 3 carbon atoms, or two of the radicals R'1 to R'3 together signify a methylenedioxy group and M represents an alkali metal such as lithium or a magnesium halide radical, and optionally thereafter a protective radical is removed from a hydroxyl group which has been used; and, if according to the procedure a compound of the general formula I is obtained, which is substituted with one or more halogen atoms, it is then dehalogenated, if desired, and/or a cis/trans mixture, obtained, a compound of the general formula I is cleaved, if desired, below into the corresponding cis and trans compounds, and/or a compound obtained of the general formula I, containing free hydroxy groups, is acylated or alcoholized if desired thereafter, and/or a compound of the general formula I obtained is transformed, if desired, with organic or inorganic acids or bases, into their physiologically compatible salts. (Machine-translation by Google Translate, not legally binding)