FIELD: chemistry.
SUBSTANCE: invention relates to organic chemistry and specifically to an improved method of producing 16(S)-dihydrosteviol of formula (I), which can be used in synthesis of novel ent-kaurane diterpenoid derivatives. (I). The method involves mixing glucoside (stevioside) of a Stevia rebaudiana plant or a mixture of glucosides of said plant (sweetener) with 100-fold excess hydroxylamine in dimethyl formamide, adding 70-fold excess ethyl acetate at room temperature and then heating the reaction mixture to 100°C for 3 hours, concentrating said reaction mixture, dissolving the residue in water acidified to pH 1-3, boiling the aqueous solution for 2 hours, extracting the product with diethyl ether, drying, distilling the solvent and recystallising the end product from ethyl acetate.
EFFECT: method ensures high output and does not require use of a catalyst.
1 cl, 2 ex
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Authors
Dates
2012-04-27—Published
2011-01-12—Filed