S-Carbobenzyloxy-L-cysteine

Base Information

• Chemical Name: S-Carbobenzyloxy-L-cysteine
• CAS No.: 1625-72-5
• Molecular Formula: C11H13 N O4 S
• Molecular Weight: 255.295
• Hs Code.: 2930909090
• NSC Number: 88493
• Mol file: 1625-72-5.mol

Synonyms:S-Carbobenzyloxy-L-cysteine;2-amino-3-phenylmethoxycarbonylsulfanylpropanoic acid;S-Carbobenzoxycysteine;H-Cys(Z)-OH.HCl;S-Carboxybenzyl-L-cysteine;NCIOpen2_005567;SCHEMBL1374123;NSC88493;NSC-88493;AKOS015962826;AC-19197;L-Cysteine, phenylmethyl carbonate (ester);FT-0648845;ETHYL2,5-DIMETHYL-1,3-OXAZOLE-4-CARBOXYLATE

Chemical Property of S-Carbobenzyloxy-L-cysteine

Chemical Property:

• Vapor Pressure: 2.33E-08mmHg at 25°C
• Boiling Point: 435.6°Cat760mmHg
• PKA: 1.93±0.10(Predicted)
• Flash Point: 217.2°C
• PSA: 114.92000
• Density: 1.358g/cm³
• LogP: 2.16860
• Storage Temp.: −20°C
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 255.05652907
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

98%,99%, ^*data from raw suppliers

S-CARBOBENZYLOXY-L-CYSTEINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)SCC(C(=O)O)N

Technology Process of S-Carbobenzyloxy-L-cysteine

There total 5 articles about S-Carbobenzyloxy-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: 61.0%

L-Cysteine (52-90-4) + dimethylsulfonium methyl sulfate → S-(benzyloxycarbonyl)-L-cysteine (1625-72-5,29663-62-5)

Guidance literature:

With triethylamine; at 20 ℃; for 5h;

DOI:10.1246/bcsj.62.3103

Reference yield:

l-cysteine hydrochloride (52-89-1) → S-(benzyloxycarbonyl)-L-cysteine (1625-72-5,29663-62-5)

Guidance literature:

With sodium hydrogencarbonate; anschliessendes Behandeln mit Chlorokohlensaeure-benzylester;

DOI:10.1021/ja01598a079

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → S-(benzyloxycarbonyl)-L-cysteine (1625-72-5,29663-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N / acetonitrile / 2 h / 5 °C

2: 61 percent / Et₃N / 5 h / 20 °C

With triethylamine; In acetonitrile;

DOI:10.1246/bcsj.62.3103

upstream raw materials:

l-cysteine hydrochloride

L-Cysteine

benzyl chloroformate

Downstream raw materials:

S-benzyloxycarbonyl-L-cysteine N-carboxyanhydride

C₁₈H₁₆N₂O₅S

Refernces

• 1、 Azuse,Tamura,Kinomura,Okai,Kouge,Hamatsu,Koizumi. "Peptide synthesis in aqueous solution. IV. Preparation and properties of [p-(benzyloxycarbonyloxy)phenyl]dimethylsulfonium methyl sulfate, [p-(t-butoxycarbonyloxy)phenyl]dimethylsulfonium methyl sulfate and [p-(9-fluorenylmethyl-oxycarbonyloxy)phenyl]dimethylsulfonium methyl sulfate as water-soluble N-acylating reagents". . p. 3103 - 3108. Retrieved 2007/10/02.