Z-Cys(Bzl)-OH

Base Information

• Chemical Name: Z-Cys(Bzl)-OH
• CAS No.: 3257-18-9
• Molecular Formula: C18H19NO4S
• Molecular Weight: 345.419
• Hs Code.: 2930909090
• European Community (EC) Number: 221-855-8
• DSSTox Substance ID: DTXSID901204785
• Nikkaji Number: J80.676E
• Mol file: 3257-18-9.mol

Synonyms:Z-Cys(Bzl)-OH;3257-18-9;N-Cbz-S-benzyl-L-cysteine;N-Carbobenzoxy-S-benzyl-L-cysteine;N-Benzyloxycarbonyl-S-benzyl-L-cysteine;(R)-2-(((Benzyloxy)carbonyl)amino)-3-(benzylthio)propanoic acid;Cbz-(S)-benzyl-L-Cys;S-Benzyl-N-benzyloxycarbonyl-L-cysteine;EINECS 221-855-8;s-Benzyl-N-carbobenzyloxy-L-cysteine;2-(((benzyloxy)carbonyl)amino)-3-(benzylthio)propanoic acid;L-Cysteine, N-[(phenylmethoxy)carbonyl]-S-(phenylmethyl)-;SCHEMBL1285732;DTXSID901204785;MFCD00004785;AKOS015855898;AKOS015908365;FD21235;NSC 164669;AS-49006;Benzyl-N-[(benzyloxy)carbonyl]-L-cysteine;C2614;CS-0149823;N-alpha-Benzyloxycarbonyl-S-benzyl-L-cysteine;N-[(Phenylmethoxy)carbonyl]-S-(phenylmethyl)-L-cysteine;(R)-2-(benzyloxycarbonylamino)-3-(benzylthio)propanoic acid

Chemical Property of Z-Cys(Bzl)-OH

Chemical Property:

• Vapor Pressure: 2.09E-13mmHg at 25°C
• Melting Point: 96.0 to 100.0 °C
• Refractive Index: 1.61
• Boiling Point: 560.6 °C at 760mmHg
• Flash Point: 292.9 °C
• PSA: 100.93000
• Density: 1.278 g/cm³
• LogP: 3.69030
• Storage Temp.: 2-8°C
• Solubility.: Acetone (Sparingly), Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 345.10347926
• Heavy Atom Count: 24
• Complexity: 393

Purity/Quality:

97% ^*data from raw suppliers

Z-Cys(Bzl)-OH ^*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)NC(CSCC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CSCC2=CC=CC=C2)C(=O)O

Technology Process of Z-Cys(Bzl)-OH

There total 10 articles about Z-Cys(Bzl)-OH 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: 79.0%

N-benzyloxycarbonyl-L-cysteine (96289-13-3,53907-29-2) + (4-hydroxyphenyl)(methyl)(benzyl)sulfonium chloride → benzyloxycarbonyl-S-benzylcysteine (3257-18-9)

Guidance literature:

With potassium carbonate; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1246/bcsj.69.1099

Reference yield:

S-benzyl-N-carbobenzoxy-L-cysteine p-nitrophenyl ester (3401-37-4) → benzyloxycarbonyl-S-benzylcysteine (3257-18-9) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0)

Guidance literature:

With water; at 21 ℃; Rate constant; Mechanism; pH dependence of the rate constant and catalytic effect of amino acid;

Reference yield:

S-benzyl-L-cysteine methyl ester hydrochloride (16741-80-3) → benzyloxycarbonyl-S-benzylcysteine (3257-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: KHCO₃ / CHCl₃

2: NaOH, aq. MeOH

With methanol; sodium hydroxide; potassium hydrogencarbonate; In chloroform;

DOI:10.1021/ja00891a019

upstream raw materials:

S-benzyl-L-cysteine

benzyl chloroformate

S-benzyl-N-carbobenzoxy-L-cysteine p-nitrophenyl ester

Z-S(benzyl)-Cys-OMe

Downstream raw materials:

Z-S(benzyl)-Cys-OMe

S-benzyl-N-carbobenzoxy-L-cysteine p-nitrophenyl ester

N-(S-benzyl-N-benzyloxycarbonyl-L-cysteinyl)-L-leucine ethyl ester

N²-(S-benzyl-N-benzyloxycarbonyl-L-cysteinyl)-L-asparagine