METHOD OF OBTAINING DERIVATIVE OF D-ERYTHRO-2,2-DIFLUORO-2-DESOXY-1-OXORIBOSE Russian patent published in 2008 - IPC C07H13/08 C07D307/33 C07D317/10 C07D317/24 

FIELD: chemistry.

SUBSTANCE: claimed is method of obtaining derivative of 2,2-difluorine-2-dezoxi-1-oxoribose (I), , where R is , R¹ - methyl or ethyl, R² - C_1-3 alkyl, R³ - benzoyl or R⁴ - phenyl; and M - sodium or potassium, including stages: (i) of interaction of compound (V) with derivative of biphenylcarbonyl obtaining compound (IV) , which has 3-hydroxygroup, protected with biphenylcarbonyl group; (ii) of interaction of compound (IV) with base (sodium carbonate or potassium carbonate) in mixed solvent, which mainly includes water (mixture of water, tetrahydrofurane and methanol), obtaining mixture of 3R-enanthiomer of carboxylate (III) with 3S-enenthiomer of carboxylate (III) and isolation from mixture of 3R-enanthiomer of carboxylate (III)(also claimed as novel compound); (iii) of interaction of compound (III) with 12N HCl obtaining derivative of 5-hydroxy-1-oxoribose (II) ; and (iv) introduction of protection R³ on 5-hydroxygroup of compound (II). Invention method is characterised by possibility of selective production of 3R-enanthiomer of carboxylate (III) by protection of 3-hydroxyl group of formula (V) compound with biphenylcarbonyl group and obtaining derivative of 2,2-difluorine-2-dezoxy-1-oxoribose of formula (I), which has required erythrostructure and is important intermediate compound, used in production of gemcitabine of formula (A) , agent for treatment of non-small cell lung cancer.

EFFECT: elaboration of efficient method of obtaining derivative which can be used in pharmacology.

6 cl, 4 ex