FIELD: medicine; pharmaceuticals.
SUBSTANCE: invention relates to biotechnology and pharmaceutics, in particular to a method for producing clofarabine. 2-chloroadenine is obtained by enzymatic transglycosylation of 2-chloroadenosine and a compound of formula 1, in which R1 is a purine or pyrimidine base. Partial protection of the hydroxyl groups of 2-chloroadenosine is carried out to obtain a mixture of a compound of formula 4 and a compound of formula 5, in which R5 independently represents a hydroxyl protecting group. Compound of formula 4 is isomerised to a compound of formula 5. Compound of formula 6 in which OR6 is a leaving group. Compound of formula 6 is fluorinated to a compound of formula 7 and the compound of formula 7 is deprotected to produce clofarabine.
EFFECT: invention makes it possible to obtain an anticancer nucleoside clofarabine in high yield and without the formation of undesirable α-N9 stereoisomers.
8 cl, 5 dwg, 5 ex
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Authors
Dates
2018-08-07—Published
2015-04-22—Filed