| Identification | More | [Name]
S-Benzyl-L-cysteine | [CAS]
3054-01-1 | [Synonyms]
3-(BENZYLTHIO)-L-(+)-ALANINE
CYSTEINE(BZL)-OH
H-CYS(BZL)-OH
H-L-CYS(BZL)-OH
L-CYSTEINE, S-(PHENYLMETHYL)-
(R)-2-AMINO-3-BENZYLSULFANYL-PROPIONIC ACID
(R)-2-AMINO-3-(S-BENZYLTHIO)PROPANOIC ACID
(S)-2-AMINO-3-(S-BENZYLTHIO)PROPANOIC ACID
(S)-BENZYL-L-CYS
S-BENZYL-L-(+)-CYSTEINE
S-BENZYL-L-CYSTEINE
s-(phenylmethyl)-l-cystein
s-benzylcysteine
Benzylcysteine,98%
D-S-Benzylcysteine
(S)-2-amino-3-(benzylthio) propanoic acid
S-BENZYL-L-CYSTEINE SIGMA GRADECRYSTALLI NE
BENZYL-S-CYSTEINE
L-S-benzylcysteine
(R)-S-Benzylcysteine | [EINECS(EC#)]
221-273-4 | [Molecular Formula]
C10H13NO2S | [MDL Number]
MFCD00002613 | [Molecular Weight]
211.28 | [MOL File]
3054-01-1.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE POWDER | [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 Rotation]
[α]20/D +23°, c = 2 in 1 M NaOH | [BRN ]
1879358 | [Major Application]
detection
peptide synthesis | [InChI]
1S/C10H13NO2S/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1 | [InChIKey]
GHBAYRBVXCRIHT-VIFPVBQESA-N | [SMILES]
N[C@@H](CSCc1ccccc1)C(O)=O | [CAS DataBase Reference]
3054-01-1(CAS DataBase Reference) | [EPA Substance Registry System]
3054-01-1(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
36/37/38 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29309090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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 |
|
|