FIELD: chemistry.
SUBSTANCE: invention relates to the field of organic chemistry, specifically a process for the preparation of a fluorolactone derivative of formula I, comprising a) reacting an aldehyde of formula II with a fluoropropionate derivative of formula III, wherein A is selected from chiral fragments A1-A3 and Ph is phenyl, in the presence of a catalyst, a base and an organic solvent at a reaction temperature in the range of -78°C to 20°C, to form an aldol adduct of formula IV, wherein A is as defined above; and b) hydrolysing the aldol adduct of formula IV with an oxidising agent in the presence of an alkali metal hydroxide base at a reaction temperature in the range of 0 to 10°C to obtain a fluorolactone derivative of formula I. Invention also relates to intermediates obtained during synthesis. (I), (II), (III), (A1), (A2), (A3), (IV).
EFFECT: technical result is a novel method for preparation of a fluorolactone derivative used in the synthesis of compounds that potentially are potent inhibitors of hepatitis C virus (HCV) NSSB polymerase.
17 cl, 4 ex
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Authors
Dates
2018-06-06—Published
2014-01-13—Filed