FIELD: organic chemistry, more particularly process for preparing triterpenic glycopeptides such as glycyrrhizic acid derivatives using unprotected glycoside (carboxy- component) and free amino acids or dipeptides (amino component, AC). SUBSTANCE: glycyrrihizic acid is treated with complex F in dimethyl formamide at 0 C for 1 hour and at room temperature for 4 hours. The whole is kept overnight at 4 to 8 C to give activated glycyrrhizic acid tris-pentafluorophenyl ester which is reacted in solution with amino acids of dipeptides in the presence of 1N NaOH solution at glycyrrhizic acid to complex F to amino component ratio of 1:3-3.5/3.4 mmole. Yield of the desired compounds is 62.5-90.9%. EFFECT: more efficient preparation process.
| Title | Year | Author | Number |
|---|---|---|---|
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