FIELD: chemistry.
SUBSTANCE: invention relates to compounds of formula , where R3 and R5 independently denote H, benzoyl, pivaloyl or methoxymethyl. The invention also
relates to a method of producing one of the said compounds
(formula 45), involving the following steps: (a) reaction of compound
with alkyl-2-bromopropionate in the presence of activated zinc in a suitable solvent to obtain a compound of formula
; (b) adding an oxidising agent to obtain a ketone of formula
; (c) fluorination of the product from step (b) to obtain a fluorinated ketone of formula
; (d) reduction of the fluorinated ketone from step (c) to obtain a compound of formula
; (e) benzylation of the product from step (d) to obtain a compound of formula
, where Bz denotes benzoyl; (f) cyclisation of the product from step (e) to obtain lactone of formula 45 as the end product.
EFFECT: lactones can be used in synthesis of nucleosides with high anti-HIV activity.
8 cl, 17 ex
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