METHOD OF PRODUCING SGLT2 INHIBITORS Russian patent published in 2014 - IPC C07D309/10 C07H7/04 A61K31/353 A61P3/10 

FIELD: chemistry.

SUBSTANCE: present invention relates to a method of producing a complex of formula amino acid IA ,

wherein the amino acid is selected from a group consisting of proline and phenylalanine, where n is equal to 1 or 2; R¹ is selected from a group consisting of hydrogen and a halogen; V is selected from a group consisting of oxygen and a single bond; W is selected from a group consisting of C₁-C₆ alkylene, C₂-C₆ alkenylene, C₂-C₆ alkynylene and C₃-C₁₀ cycloalkylene; X is selected from a group consisting of a single bond and oxygen; Y is selected from a group consisting of hydrogen, C₁-C₆ alkyl, C₁-C₂ haloalkyl, C₁-C₆ hydroxyalkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₃-C₁₀ cycloalkyl, (C₃-C₁₀ cycloalkyl)C₁-C₄ alkyl and (C₁-C₄ alkyloxy)C₁-C₃ alkyl, where the alkyl or cycloalkyl groups or parts thereof in W and Y are optionally partially or completely fluorinated, or a pharmaceutically acceptable salt thereof, which includes (a) reacting a compound of formula

II

with a reducing agent in the presence of an activating agent to form a compound of formula III,

(b) contacting said compound of formula III with an amino acid to form said complex of formula IA; where steps (a) and (b) are carried out without purifying said compound of formula III and where steps (a) and (b) are carried out consecutively without intermediate steps of introducing and removing group protection, having inhibiting activity on sodium-dependent transporter SGLT.

EFFECT: method reduces the number of steps needed to obtain said compounds and the obtained complexes are usually provided in crystalline form.

10 cl, 3 dwg, 1 tbl, 7 ex