Boc-Tyr-OtBu Chemical Properties

Melting point:

111-112 °C(Solv: ligroine (8032-32-4); ethyl acetate (141-78-6))

Boiling point:

476.0±40.0 °C(Predicted)

Density 

1.117±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

Solid

pka

9.75±0.15(Predicted)

color 

White to off-white

optical activity

Consistent with structure

Boc-Tyr-OtBu Usage And Synthesis

Uses

Boc-Tyr-OtBu is a tyrosine derivative[1].

Synthesis

To a solution of 9.82 g (0.041 mol) tert-butyl L-tyrosinate in 150 mL of dichloromethane and 20 mL of DMF was added 5.2 g (0.04 mol) of triethylamine, followed by 9.03 g (0.04 mol) of di-tert-butyl dicarbonate. The reaction mixture was stirred at room temperature for 2 h. Upon completion of the reaction, it was washed sequentially with 1N HCl (3 × 50 mL), saturated NaHCO3 solution (1 × 50 mL), and brine (1 × 50 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated in vacuum to give 13.59 g (98% yield) of white solid product. The structure of the product was confirmed by 300 MHz 1H NMR (CDCl3): δ 1.42 (s, 18H), 2.95 (d, 2H), 4.39 (dd, 1H), 5.01 (d, 1H), 6.15 (s, 1H), 6.70 (d, 2H), 7.00 (d, 2H).

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

Boc-Tyr-OtBu(18938-60-8)Related Product Information

• L(+)-Arginine
• L-Tryptophan
• 1-[[4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-2-propanol
• BOC-SER(TOS)-OCH3
• BOC-D-TYR(TBU)-OH
• BOC-DL-PRO-OH
• Methyl N-(tert-butoxycarbonyl)-L-threoninate
• N-Boc-4-oxo-L-Proline methyl ester
• BOC-TRP(BOC)-OH
• Boc-D-Ser(tBu)-OH