FMOC-ABU-OH Chemical Properties

Melting point:

161-163°C

Boiling point:

550.7±33.0 °C(Predicted)

Density 

1?+-.0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

3.89±0.10(Predicted)

form 

solid

color 

White

optical activity

[α]20/D 22.0±2°, c = 1% in DMF

BRN 

7657232

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2924 29 70

HazardClass 

IRRITANT

MSDS

• Language:English Provider:SigmaAldrich

FMOC-ABU-OH Usage And Synthesis

Chemical Properties

White powder

Uses

L-Fmoc-Aminobutyric Acid,

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

General procedure for the synthesis of Fmoc-L-2-aminobutyric acid from L-2-aminobutyric acid and 9-fluorenylmethyl-N-succinimidyl carbonate: L-2-aminobutyric acid (50.0 g) and sodium bicarbonate (NaHCO3, 81.5 g) were dissolved in water (750 mL) at 20-25 °C. Fmoc-OSu solution [prepared from 171.7 g of 9-fluorenylmethyl-N-succinimidyl carbonate dissolved in 1050 mL of tetrahydrofuran (THF)] was slowly added to the reaction mixture and the reaction was stirred at the same temperature for 5 hours. After completion of the reaction, the reaction mixture was acidified with dilute hydrochloric acid (HCl) to pH < 1.0. The resulting solid was collected by filtration and dried. The crude product was recrystallized from toluene and dried to give Fmoc-L-2-aminobutyric acid. Yield: 135 g; HPLC purity: 99.7%.

References

[1] Patent: WO2018/198131, 2018, A1. Location in patent: Page/Page column 11

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