METHOD OF PRODUCING WATER-SOLUBLE MAGNOLOL DERIVATIVES AND HONOKIOL DERIVATIVES AND THEIR INTERMEDIATES, AND RELATED MONOHYDROXY-PROTECTED INTERMEDIATES Russian patent published in 2024 - IPC C07C201/12 C07C205/21 C07C213/02 C07C215/78 C07C231/12 C07C237/08 C07C303/28 C07C303/30 C07C309/75 

FIELD: chemical or physical processes.

SUBSTANCE: present invention relates to a method of producing a water-soluble magnolol derivative and honokiol derivatives, to methods of producing water-soluble magnolol derivatives and honokiol derivatives, as well as to a monohydroxy-protected intermediate of a water-soluble magnolol derivative and honokiol derivatives. One method of producing an intermediate relates to a method of producing a nitrated intermediate

Formula I,

where R₂ is hydroxyl and R₃ is H; or R₂ is H and R₃ is hydroxyl; and R₁ and R₄ are independently selected from C₁~C₁₂ electron-donor groups. This method includes the following stages: carrying out monohydroxy protection in compound A

using a protective reagent for a hydroxy group in the presence of an acid-binding agent, to obtain a monohydroxy-protected compound, wherein the protective reagent for hydroxy groups is p-toluenesulphonyl chloride and 1-hydroxybenzotriazole, and successively carrying out a nitration reaction and a deprotection reaction with the monohydroxy-protected compound to obtain a nitrated intermediate.

EFFECT: development of a method of producing a magnolol derivative and a honokiol derivative with improved selectivity using a simplified procedure, suitable for production on an industrial scale.

10 cl