FMOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID Chemical Properties

storage temp. 

2-8°C

Appearance

White to off-white Solid

optical activity

7.433°(C=0.504g/100mL, CHCL3, 20°C, 589nm)

Safety Information

HazardClass 

IRRITANT

FMOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID Usage And Synthesis

Chemical Properties

White powder

Synthesis

GENERAL STEPS: (R)-N-Fmoc-2-amino-3-hydroxy-3-methylbutanoic acid was synthesized in the following steps: first, (R)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid was stripped of the Boc protecting group in a 1:1 trifluoroacetic acid/dichloromethane solution. Subsequently, the Fmoc protection reaction was carried out using 9-fluorenylmethyl-N-succinimidyl carbonate (Fmoc-OSu) and sodium bicarbonate (NaHCO3) in aqueous acetone solution. After completion of the reaction, the product was purified by silica gel column chromatography (eluent ratio of 1:1:98 methanol/acetic acid/chloroform). Finally, the purified product was freeze-dried from aqueous acetonitrile solution to afford the target compound in 78% yield.

References

[1] Patent: US2009/48161, 2009, A1. Location in patent: Page/Page column 40

FMOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID(884880-39-1)Related Product Information

• (R)-2-Amino-3-hydroxy-3-methylbutanoic acid