6-oxopiperidine-3-carboxylic acid Chemical Properties

Melting point:

181 - 184°C

Boiling point:

437.0±38.0 °C(Predicted)

Density 

1.286

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly)

pka

4.21±0.20(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

6-oxopiperidine-3-carboxylic acid Usage And Synthesis

Uses

6-Oxopiperidine-3-carboxylic Acid can be used to treat progranulin associated disorders.

Synthesis

The optically active compound of 1-(2,4-dimethoxybenzyl)-6-oxopiperidine-3-carboxylic acid (1.36 g) was added to anisole (758 μL) and trifluoroacetic acid (10 mL) as a starting material, and the reaction mixture was stirred for 6 hours at 80 °C. Upon completion of the reaction, the reaction solution was cooled to room temperature and subsequently concentrated under reduced pressure. Diisopropyl ether was added to the concentrated residue and the mixture was stirred at room temperature. The insoluble solid was collected by filtration and dried under reduced pressure to afford the target product 6-oxopiperidine-3-carboxylic acid (628 mg). The structure of the product was confirmed by 1H-NMR (DMSO-D6): δ 1.75-1.88 (m, 1H), 1.91-2.01 (m, 1H), 2.11-2.24 (m, 2H), 2.66-2.73 (m, 1H), 3.21-3.32 (m, 2H), 7.45 (s, 1H), 12.51 (br s, 1H).

References

[1] Patent: US2013/85132, 2013, A1. Location in patent: Paragraph 0754; 0771; 0772; 0773

6-oxopiperidine-3-carboxylic acid(22540-50-7)Related Product Information

• 3-(2-ISOPROPOXYCARBONYL-ETHYL)-6-OXO-PIPERIDINE-3-CARBOXYLIC ACID
• 2-(3,4-DIMETHOXY-PHENYL)-1-(4-METHOXY-PHENYL)-6-OXO-PIPERIDINE-3-CARBOXYLIC ACID
• 3-(2-BENZYLCARBAMOYL-ETHYL)-6-OXO-PIPERIDINE-3-CARBOXYLIC ACID
• 2-(1,3-BENZODIOXOL-4-YL)-1-BUTYL-6-OXO-3-PIPERIDINECARBOXYLIC ACID
• 1-BUTYL-2-(4-METHOXYPHENYL)-6-OXOPIPERIDINE-3-CARBOXYLIC ACID
• AURORA KA-4369
• 1-CYCLOPROPYL-6-OXO-2-PHENYL-3-PIPERIDINECARBOXYLIC ACID
• 2-(4-CHLOROPHENYL)-2-OXOETHYL 1-BUTYL-6-OXO-2-PHENYL-3-PIPERIDINECARBOXYLATE
• 1-(4-METHOXYPHENYL)-6-OXO-2-PHENYL-3-PIPERIDINECARBOXYLIC ACID
• 1-BUTYL-2-(4-NITROPHENYL)-6-OXO-3-PIPERIDINECARBOXYLIC ACID
• 2-(3-CHLOROPROPYL)-3-(3,4-DIMETHOXYPHENYL)-1-OXO-1,2,3,4,4A,8A-HEXAHYDRO-4-ISOQUINOLINECARBOXYLIC ACID
• RARECHEM AL BO 1291
• 1-(4-METHOXYBENZYL)-6-OXO-2-PHENYL-3-PIPERIDINECARBOXYLIC ACID
• RARECHEM AL BO 1267
• 1-CYCLOHEXYL-2-(4-ETHOXYPHENYL)-6-OXO-3-PIPERIDINECARBOXYLIC ACID
• 1-CYCLOHEXYL-6-OXO-2-PHENYL-3-PIPERIDINECARBOXYLIC ACID
• ETHYL 1-BENZYL-2-OXO-1,3,4,5,6,7-HEXAHYDRO-4A(2H)-QUINOLINECARBOXYLATE
• 1-BUTYL-6-OXO-2-PHENYL-3-PIPERIDINECARBOXYLIC ACID