2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid Chemical Properties

Melting point:

198-199 °C(Solv: water (7732-18-5))

Boiling point:

417.6±45.0 °C(Predicted)

Density 

1.257±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

pka

2.08±0.10(Predicted)

form 

Solid

color 

White to off-white

CAS DataBase Reference

2544-31-2(CAS DataBase Reference)

2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

H-Cys(pMeOBzl)-OH is a cysteine derivative[1].

Synthesis

(Step 1) Add 1-(chloromethyl)-4-methoxybenzene (280 g, 1780 mmol) dissolved in ether (400 mL) and concentrated hydrochloric acid to a mixture of ether (400 mL) and concentrated hydrochloric acid dropwise for 2 hours. After the dropwise addition was completed, the mixture was continued to be stirred for 1 hour. The organic layer was separated and added to a solution prepared from L-cysteine (197 g, 1625 mmol) and 2N aqueous sodium hydroxide (980 mL) dissolved in ethanol (1890 mL). The mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and neutralized with aqueous 3N hydrochloric acid to pH 7. The resulting solid was collected by filtration and dried to afford S-(4-methoxybenzyl)-L-cysteine (250 g, 1035 mmol, 64% yield).

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):1793-807. DOI:10.1080/10408398.2012.708368

2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid(2544-31-2)Related Product Information

• N-Acetyl-L-cysteine
• Glycine
• Anisole
• (Trifluoromethoxy)benzene
• Propionic acid
• L-Cysteine
• p-Anisaldehyde
• DL-Homocysteine
• β-Alanine
• p-Anisidine
• Methoxyacetic acid
• L-Cystine
• 4-Methoxybenzoic acid
• FMOC-CYS(MMT)-OH
• ecteinascidin 743
• BOC-CYS(4-MEOBZL)-OH
• BOC-PEN(MOB)-OH
• N-Fmoc-S-(4-methoxybenzyl)-L-cysteine