3-Aminocarbonyl-1-Boc-pyrrolidine Chemical Properties

Melting point:

117.0 to 121.0 °C

Boiling point:

370.1±31.0 °C(Predicted)

Density 

1.155±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

powder to crystal

pka

16.40±0.20(Predicted)

color 

White to Almost white

CAS DataBase Reference

122684-34-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

MSDS

• Language:English Provider:ALFA

3-Aminocarbonyl-1-Boc-pyrrolidine Usage And Synthesis

Uses

tert-Butyl 3-Carbamoylpyrrolidine-1-carboxylate is used for preparation and sulfuration of 1,2,4-thiadiazoles.

Synthesis

The general procedure for the synthesis of 1-BOC-pyrrolidine-3-carboxamide from (R)-1-Boc-3-carboxypyrrolidine was as follows: to a solution of 1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (5 g, 23.23 mmol) in anhydrous THF (100 mL) was added triethylamine (TEA, 4.69 g, 46.46 mmol) and isobutyl chloroformic acid ester (3.8 g, 27.87 mmol). The reaction mixture was stirred at 0 °C for 20 min. Subsequently, ammonia (NH3-H2O) was slowly added and stirring was continued for 2 h at room temperature. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (30 mL) and washed sequentially with saturated sodium carbonate solution (2 × 20 mL) and saturated sodium bicarbonate solution. The organic layer was then washed with citric acid solution (2 × 20 mL) to remove residual base. Finally, the organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product (2.39 g, 49% yield) as a yellow solid. Mass spectrometry (ESI) analysis showed: m/z = 159.0 [M + H]+.

References

[1] Patent: WO2015/48662, 2015, A2. Location in patent: Page/Page column 91
[2] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 2052 - 2059
[3] Chemical Biology and Drug Design, 2016, p. 54 - 65

3-Aminocarbonyl-1-Boc-pyrrolidine(122684-34-8)Related Product Information

• N-Vinyl-2-pyrrolidone
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• BUTYL OLEATE
• tert-Butyl acetate
• Butyl acetate
• Cyhalofop-butyl
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• METHYL-2-PYRROLIDONE
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• 3-HYDRAZINOCARBONYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER