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2544-31-2

2544-31-2 Structure

2544-31-2 Structure
IdentificationMore
[Name]

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

2544-31-2
[Synonyms]

CYSTEINE(MOB)-OH
H-CYS(4-MEOBZL)-OH
H-CYS(4-MOB)-OH
H-CYS(MEOBZL)-OH
H-CYS(MOB)-OH
H-CYS(PMEOBZL)-OH
S-4-METHOXYBENZYL-L-CYSTEINE
S-P-METHOXYBENZYL-L-CYSTEINE
H-Cys(Acm)-NH2•
H-Cys(pMeOBzl)-OH H-Cys(Mob)-OH
2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid
H-L-Cys(Mob)-OH
S-(4-Methoxybenzyl)cysteine
[Molecular Formula]

C11H15NO3S
[MDL Number]

MFCD00037207
[Molecular Weight]

241.31
[MOL File]

2544-31-2.mol
Chemical PropertiesBack Directory
[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. ]

Store at RT.
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Solid
[pka]

2.08±0.10(Predicted)
[color ]

White to off-white
[CAS DataBase Reference]

2544-31-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[Chemical Properties]

White to off-white powder
[Uses]

H-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
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid(2544-31-2)1HNMR
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