Process for preparing 5R-[(benzyloxy) amino] piperidine-2S-carboxylate and oxalates thereof
Abstract:
It relates to improved processes of preparing 5R-[(benzyloxy) amino] piperidine-2S-carboxylate and oxalate thereof. In the present invention, L-glutamic acid or L-glutamic acid sodium salt as the starting material is reacted with chloroactic acid under an alkaline condition via a substitution reaction to obtain compound III; then, compound III is reacted with alcohol in the presence of acid reagent via esterification reaction to obtain compound IV; under the action of strong base, compound IV is subjected to intramolecular condensation into ring, hydrolysis-decarboxylation, and esterification to obtain compound V; compound V is condensed with benzyloxy amine hydrochloride salt in the presence of alkaline to obtain compound VI; compound VI is subjected to reduction and chiral resolution to obtain 5R-[(benzyloxy) amino] piperidine-2S-carboxylate oxalate (IIb) which is then neutralized to obtain 5R-[(benzyloxy) amino] piperidine-2S-carboxylate (IIa).
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