FIELD: chemistry.
SUBSTANCE: present invention relates to a method of producing (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4aR,10aR)-7-hydroxy-1-propyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid structural formula (Id) and salts thereof, used in treating neurodegenerative diseases, as well as to intermediate compounds from said method. Method of producing compound (Id) from compound (I) includes step 1 with reacting compound (I) or a salt thereof with a benzyl halide in an organic solvent, selected from acetonitrile, dimethylformamide or methyl isobutyl ketone in the presence of a base, to obtain compound (A2), step 2 with subjecting compound (A2) to a debenzylation reaction to obtain compound (A3) or a salt thereof, reacting compound (A3) or a salt thereof with (2S,3S,4S,5R,6R)-2-(methoxycarbonyl)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyltriacetate to obtain compound (A4) (step 3), reacting compound (A4) with an alkali metal hydroxide to obtain (A5-Y) (step 4) and step 5 with debenzylation of compound (A5-Y) to obtain compound (Id).
EFFECT: providing a method of producing the desired compound with high output and suitable for large-scale production.
24 cl, 7 dwg, 3 tbl, 10 ex
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