METHOD OF PRODUCING 5R-[(BENZYLOXY)AMINO]PIPERIDINE-2S-CARBOXYLIC ACID OR DERIVATIVE THEREOF Russian patent published in 2020 - IPC C07D211/02 C07D211/60 C07D211/68 C07B57/00 C07D211/78 C07D471/08 

FIELD: chemistry.

SUBSTANCE: present application relates to methods of producing 5R-[(benzyloxy)amino]piperidine-2S-carboxylic acid or derivatives thereof environmentally friendly. Method employs L-glutamic acid as a starting material, wherein it is first subjected to esterification reaction in the presence of an acid reagent, and then sequentially reacting with 2-halogenoacetate and a means for introducing a protective group for an N atom or with a means of introducing a protective group for an N atom and 2-haloacetate under basic conditions to obtain compound IV; then obtained compound IV is subjected to intramolecular condensation to form a ring under the action of a strong base to obtain a protective-group-for-atom-piperidin-5-one-2S-carboxylate (V). Obtained compound V is used to obtain 5R-[(benzyloxy)amino]piperidine-2S-carboxylic acid (or its ester) via one of the following paths. Path 1: compound V is subjected to removal of a protective group, condensation with benzyloxyamine hydrochloride, reduction of imine-chiral separation, neutralization and hydrolysis; path 2: compound V is subjected to hydrolysis, removal of the protective group, condensation with benzyloxyamine hydrochloride, reduction of imine-chiral separation and neutralization; path 3: compound V is condensed with benzyloxy amine hydrochloride, reduced imine-chiral separation, deprotection, neutralization and hydrolysis.

EFFECT: all said paths can be realized using a "single-reactor" method.

19 cl, 2 dwg, 26 ex