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

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

2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid Basic information
Product Name:2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid
Synonyms:(2R)-2-amino-3-{[(4-methoxyphenyl)methyl]sulfanyl}propanoic acid;H-CYS(PMEOBZL)-OH;H-CYS(MEOBZL)-OH;H-CYS(MOB)-OH;H-CYS(4-MEOBZL)-OH;H-CYS(4-MOB)-OH;CYSTEINE(MOB)-OH;S-4-METHOXYBENZYL-L-CYSTEINE
CAS:2544-31-2
MF:C11H15NO3S
MW:241.31
EINECS:
Product Categories:Cysteine [Cys, C];Amino Acids and Derivatives;Amino Acids;Pharmaceutical Intermediates;Amino Acids Derivatives
Mol File:2544-31-2.mol
2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid Structure
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.
pka2.08±0.10(Predicted)
form Solid
color White to off-white
CAS DataBase Reference2544-31-2(CAS DataBase Reference)
Safety Information
MSDS Information
2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid Usage And Synthesis
Chemical PropertiesWhite to off-white powder
UsesH-Cys(pMeOBzl)-OH is a cysteine derivative[1].
Synthesis
L-Cysteine

52-90-4

4-Methoxybenzylchloride

824-94-2

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

2544-31-2

(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 Preparation Products And Raw materials
Raw materialsL-Cysteine-->4-Methoxybenzyl alcohol-->4-Methoxybenzylchloride-->Hydrochloric acid-->Sodium hydroxide-->Water-->Diethyl ether
Tag:2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid(2544-31-2) Related Product Information
Anisole (Trifluoromethoxy)benzene Propionic acid L-Cysteine p-Anisaldehyde DL-Homocysteine β-Alanine p-Anisidine Methoxyacetic acid L-Cystine Glycine N-Acetyl-L-cysteine 4-Methoxybenzoic acid ecteinascidin 743 Fmoc-Cys(Mmt)-OH Boc-Cys(4-meobzl)-OH Boc-Pen(Mob)-OH N-Fmoc-S-(4-methoxybenzyl)-L-cysteine