METHOD OF PRODUCING ALKYL-SUBSTITUTED 2-DESOXY-2-FLUORO-D-RIBOFURANOSYL-PYRIMIDINES AND PURINES AND DERIVATIVES THEREOF Russian patent published in 2010 - IPC C07H5/02 C07H1/00 

Abstract RU 2407747 C2

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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RU 2 407 747 C2

Authors

Vang Pejjuan

Stets Vojtsekh

Chan Biung-Kvon

Shi Dzhanksing

Da Dzhinfa

Dates

2010-12-27Published

2005-07-21Filed