1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID Chemical Properties

Melting point:

155 °C

Boiling point:

390.8±42.0 °C(Predicted)

Density 

1.304±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

solid

pka

3.85±0.20(Predicted)

color 

Brown

Safety Information

HS Code 

2933998090

1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID Usage And Synthesis

Uses

1-[(tert-Butoxy)carbonyl]-4-oxopyrrolidine-2-carboxylic Acid may be useful in the preparation of pyridinylethynyldihydropyrroloquinazolinone derivatives and analogs for use as metabotropic glutamate receptor 5 modulators.

Synthesis

General procedure for the synthesis of 1-tert-butyl-4-oxopyrrolidine-2-carboxylic acid from 1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid: 1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (178 g, 0.77 mol) was dissolved in dichloromethane (2.0 L), trichloroisocyanuric acid (178.89 g, 0.77 mol), followed by 2,2,6,6-tetramethylpiperidine oxide (6.05 g, 0.0385 mol). The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction was quenched with water and the insoluble material was removed by filtration. The aqueous phase was extracted several times with dichloromethane, all organic phases were combined and dried with anhydrous sodium sulfate. Finally, the organic phase was concentrated to dryness under vacuum to give 1-tert-butyl-4-oxopyrrolidine-2-carboxylic acid (180 g) in 100% yield.

References

[1] Patent: CN105503891, 2016, A. Location in patent: Paragraph 0008; 0016

1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID(876317-19-0)Related Product Information

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