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
