An alternative convenient synthesis of piperidazine-3-carboxylic acid derivatives.
The short-step synthesis of the unsubstituted, 5-hydroxy- and 5-chloropiperidazine-3-carboxylic acids using an aza Diels-Alder reaction between the 1,3-diene and azodicarboxylate was described. This synthetic methodology could be used for the preparation of the optically active piperazic acid in a 35% overall yield.
Kaname
Mamoru
M
Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa, Japan.
Yamada
Masae
M
Yoshifuji
Shigeyuki
S
Sashida
Haruki
H
D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D015394:Molecular Structure; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry*; D011724:Pyridazines / Q000737:chemistry*; D013237:Stereoisomerism
D002264:Carboxylic Acids; D010879:Piperazines; D011724:Pyridazines; D000077489:Piperazine