FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing glycopeptides of triterpene glycoside - glycyrrhizic acid of general formula (lIa-g)
.
In disclosed method product is obtained from glycyrrhizic acid (GA) without preliminary protection of hydroxyl groups of carbohydrate part of molecules, converting it into activated tris-oxybenzotriazole ester using N-hydrooxybenzotriazole (HOBu) and N,N'-dicyclohexyl carbodiimide (DCC) or tris-oxysuccinimide ester using N-hydroxysuccinimide (HOSu) and DCC in a medium of tetrahydrofuran or dioxane at 0–+5 °C 1 h 20–22 °C – 24 hours, then formed activated ester reacts with amino acid (AA) (L-phenylalanine, L-tyrosine, L-leucine, L-isoleucine, L-methionine, L-valine, S-benzyl-L-cysteine) in a solution of 1N sodium hydroxide aqueous solution and N,N'-dimethylformamide in molar ratio of reagents GA/HOBt/DCC/AA, equal to 1/3.0–3.5/3.0–3.5/4–5, or GA/HOSu/DCC/AA = 1/4-5/3.0–3.5/4–5.
EFFECT: novel efficient method which enables to obtain valuable substances with high output.
4 cl, 7 ex
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