S-p-Methylbenzyl-L-cysteine

Base Information

• Chemical Name: S-p-Methylbenzyl-L-cysteine
• CAS No.: 42294-52-0
• Molecular Formula: C11H15NO2S
• Molecular Weight: 225.312
• Hs Code.: 2930909090
• ChEMBL ID: CHEMBL64242
• DSSTox Substance ID: DTXSID40553909
• Nikkaji Number: J267.317G
• Mol file: 42294-52-0.mol

Synonyms:S-p-Methylbenzyl-L-cysteine;42294-52-0;(R)-2-Amino-3-((4-methylbenzyl)thio)propanoic acid;H-Cys(4-Mbzl)-OH;S-(4-METHYLBENZYL)-L-CYSTEINE;(2R)-2-amino-3-[(4-methylphenyl)methylsulfanyl]propanoic acid;H-Cys(4-Mebzl)-OH;S-p-methylbenzylcysteine;CHEMBL64242;SCHEMBL1158095;(2R)-2-AMINO-3-{[(4-METHYLPHENYL)METHYL]SULFANYL}PROPANOIC ACID;DTXSID40553909;QOAPFSZIUBUTNW-JTQLQIEISA-N;MFCD00038576;AKOS010379543;AM81681;FD20009;S-[(4-Methylphenyl)methyl]-L-cysteine;CS-0172141;(R)-2-amino-3-(4-methylbenzylthio)propanoic acid;(R)-2-Amino-3-((4-methylbenzyl)thio)propanoicacid;(2R)-2-amino-3-[(4-methylbenzyl)thio]propanoic acid;S-(4-MethylbenZyl)-L-cysteine (H-L-Cys(MBZl)-OH)

Chemical Property of S-p-Methylbenzyl-L-cysteine

Chemical Property:

• Vapor Pressure: 5.19E-06mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 366.3oC at 760 mmHg
• PKA: 2.08±0.10(Predicted)
• Flash Point: 175.3oC
• PSA: 88.62000
• Density: 1.189g/cm3
• LogP: 2.34040
• Storage Temp.: Store at 0°C
• Solubility.: Aqueous Acid (Slightly, Heated)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 225.08234989
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

97% ^*data from raw suppliers

S-4-Methylbenzyl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CSCC(C(=O)O)N
• Isomeric SMILES: CC1=CC=C(C=C1)CSC[C@@H](C(=O)O)N

Technology Process of S-p-Methylbenzyl-L-cysteine

There total 6 articles about S-p-Methylbenzyl-L-cysteine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

L-Cysteine (52-90-4) + 4-Methylbenzyl chloride (104-82-5) → S-<(4-methylphenyl)methyl>-L-cysteine (42294-52-0)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.08.097

Reference yield: 37.0%

L-Cysteine (52-90-4) + 4-Methylbenzyl alcohol (589-18-4) → S-<(4-methylphenyl)methyl>-L-cysteine (42294-52-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h;

DOI:10.1016/0040-4039(94)88305-X

Reference yield:

Boc-cysteine(4-Me-Bn) (61925-77-7) → S-<(4-methylphenyl)methyl>-L-cysteine (42294-52-0)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2014.05.090

upstream raw materials:

L-Cysteine

4-Methylbenzyl alcohol

4-Methylbenzyl chloride

(4R)-2-(4-methylphenyl)-4-thiazolidinecarboxylic acid

Downstream raw materials:

N^α-Fmoc-α-benzyl-γ-glutamyl--β-alanine ethyl ester

3-[(R)-2-Amino-3-(4-methyl-benzylsulfanyl)-propionylamino]-propionic acid ethyl ester

Boc-cysteine(4-Me-Bn)

(R)-2-((S)-2-Acetylsulfanylmethyl-3-biphenyl-4-yl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid