S-Benzyl-L-cysteine Chemical Properties

Melting point:

214 °C (dec.) (lit.)

alpha 

26 º (c=0.4, 1N NaOH)

Boiling point:

379.2±42.0 °C(Predicted)

Density 

1.2079 (rough estimate)

refractive index 

29 ° (C=1, 1mol/L NaOH)

storage temp. 

Sealed in dry,Room Temperature

solubility 

almost transparency in 1mol/L NaOH

form 

powder to crystaline

pka

2.10±0.10(Predicted)

color 

White to Almost white

optical activity

[α]20/D +23°, c = 2 in 1 M NaOH

BRN 

1879358

CAS DataBase Reference

3054-01-1(CAS DataBase Reference)

EPA Substance Registry System

L-Cysteine, S-(phenylmethyl)- (3054-01-1)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

22-24/25-28-26

WGK Germany 

3

TSCA 

Yes

HS Code 

29309090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

S-Benzyl-L-cysteine Usage And Synthesis

Chemical Properties

WHITE POWDER

Uses

detection
peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

The general procedure for the synthesis of S-benzyl-L-cysteine from L-cysteine hydrochloride and benzyl bromide was as follows: to a rapidly stirred mixture of 2N sodium hydroxide solution (15 mL) and ethanol (35 mL), L-cysteine hydrochloride (1.3 g, 8.2 mmol) and benzyl bromide (0.98 mL, 8.2 mmol) were added sequentially. After the reaction was carried out for 1 h, concentrated hydrochloric acid was slowly added to neutralize the reaction mixture to pH 6-7. Subsequently, the precipitate was collected by filtration and washed sequentially with water, ethanol, and ether to yield S-benzyl-L-cysteine (7) as a white powdery product (1.87 g, 92% yield) with a melting point of 210-212 °C (literature value: 215-216 °C).

References

[1] European Journal of Medicinal Chemistry, 2012, vol. 55, p. 176 - 187,12
[2] Journal of Pharmaceutical Sciences, 1984, vol. 73, # 4, p. 559 - 561
[3] Organic Preparations and Procedures International, 1991, vol. 23, # 1, p. 93 - 102

S-Benzyl-L-cysteine(3054-01-1)Related Product Information

• L-Cysteine
• Benzyl bromide
• H-CYS(BZL)-OME HCL
• Benzyl alcohol
• Benzyl benzoate
• L-Cystine
• DL-Homocysteine
• N-Acetyl-L-cysteine
• S-BENZYL-L-CYSTEINE 7-AMIDO-4-METHYLCOUMARIN
• S-BENZYL-L-CYSTEINE BENZYL ESTER HYDROCHLORIDE
• L-CYSTEINE HCL ANHYDROUS
• N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-benzyl-L-cysteine
• N-Fmoc-S-(4-methoxybenzyl)-L-cysteine
• 2-Amino-3-[(4-methoxybenzyl)thio]propanoic acid
• Boc-S-(4-methylbenzyl)-L-cysteine
• NA-BENZYLOXYCARBONYL-S-BENZYL-L-CYSTEINE,N-cbz-S-benzyl-L-cysteine crystalline,N-Benzyloxycarbonyl-S-benzyl-L-cysteine ,Z-S-BENZYL-L-CYSTEINE
• FMOC-CYS(4-MBZL)-OH
• FMOC-D-CYS(MBZL)-OH