Synthesis of Glycosides of Lupane-Type Triterpene Acids

Autor: Vladimir A. Denisenko, M. V. Denisenko, N. I. Uvarova, N. F. Samoshina
Rok vydání: 2003
Předmět:
Zdroj: Chemistry of Natural Compounds. 39:575-582
ISSN: 0009-3130
Popis: A preparative synthesis of glucosides of the lupane-type triterpene acids betulinic, dihydrobetulinic, betulonic, dihydrobetulonic, and 3,20-dioxo-30-norlupan-28-oic was proposed. Glycosylation of 3-hydroxyacids by α-acetobromoglucose (ABG) with Ag2O was performed in pyridine (Py)to formglycosides at C-28, repeated glycosylation of which by these same reagents but in CH2Cl2 generated a glycoside bond at C-3 to form bisglucosides. 28-Glucosides of ketoacids were formed in high yields in both Py and CH2Cl2.
Databáze: OpenAIRE