CHIRAL 4-BORONOPHENYLALANINE (BPA) DERIVATIVE AND METHOD FOR PRODUCING SAME, AND METHOD FOR PRODUCING F-LABELED BPA USING SAID DERIVATIVE Russian patent published in 2018 - IPC C07F5/04 C07B59/00 C07C229/36 C07F7/22 

FIELD: chemistry.

SUBSTANCE: invention relates to a compound represented by the following formula:

.

In formula 1: R is BR³R⁴, BX₃^- or BX₃^-M⁺ (X is halogen; M⁺ is an alkali metal ion), R¹ is a methyl, ethyl, n-propyl, iso-propyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, benzyl, a para-methoxybenzyl group or a para-nitrobenzyl group, R² is hydrogen, benzyloxycarbonyl, acetyl, trifluoroethylcarboxy, tert-butyloxycarbonyl, fluorenylmethyloxycarbonyl, trichloroethoxycarbonyl, trifluoroacetyl, allyloxycarbonyl, benzyl, propargyloxycarbonyl, benzoyl, phthaloyl, toluenesulfonyl or nitrobenzenesulfonyl, R³ and R⁴ both are combined with B (boron atom) to form a ring serving as a protecting group for B, wherein the ring is selected from the group consisting of a pinacol, 2,2-dimethyl-1,3-propanediol, N-methyldiethanolamine, 1,8-diaminonaphthalene, N-methyliminodiacetic acid, 1,1,1-tris-hydroxymethylethane and catechin, Y is I, F or Br, NO₂, NH₂, Sn(R⁶)₃, a substituted or unsubstituted phenyl iodine group or a substituted or unsubstituted thienyl iodo group, wherein the substituent(s) of the phenyl group or thienyl includes C_1-6 alkyl, C_1-6 alkoxy, hydroxy, amino and nitro groups, R⁶ is an alkyl group containing from 1 to 7 carbon atoms. Also provided is a process for the preparation of a compound of formula 3, a process for preparing ¹⁸F-labeled BPA and a compound of formula 6. Structure of the compounds of formula 3 and formula 6 is shown in the claims.

EFFECT: invention provides a novel BPA derivative that can be an intermediate for synthesis ¹⁸F-labeled BPA.

8 cl, 12 ex

формула 1 - formula 1