Boc-Cys(Mbzl)-OH

Base Information

• Chemical Name: Boc-Cys(Mbzl)-OH
• CAS No.: 61925-77-7
• Molecular Formula: C16H23NO4S
• Molecular Weight: 325.429
• Hs Code.: 2930 90 16
• European Community (EC) Number: 958-165-8
• Nikkaji Number: J1.330.078J
• Mol file: 61925-77-7.mol

Synonyms:61925-77-7;Boc-Cys(Mbzl)-OH;Boc-L-Cys(pMeBzl)-OH;Boc-Cys(pMeBzl)-OH;Boc-S-p-methylbenzyl-L-cysteine;N-(tert-Butoxycarbonyl)-S-(4-methylbenzyl)-L-cysteine;Boc-Cys(CH3Bzl)-OH;Boc-L-Cys(p-MeBzl)-OH;SCHEMBL4422552;CUNVVZWSABRKAL-ZDUSSCGKSA-N;Boc--HoAsn-OH Boc--homoasparagine;MFCD00038517;AKOS015897339;AKOS015924254;AM81660;FD21259;AS-11793;Boc-Cys(Mbzl)-OH, >=96.0% (HPLC);CS-0136339;M03274;N-t-butyloxycarbonyl-S-(4-methylbenzyl)-L-cysteine;N-t-butyloxycarbonyl-S -(4-methylbenzyl)-L-cysteine;Nalpha-tert-butoxycarbonyl-S-(4-methylbenzyl)-L-cysteine;N-alpha-t-Butyloxycarbonyl-S-(4-methyl-benzyl)-L-cysteine;(2R)-2-(tert-Butoxycarbonylamino)-3-(4-methylbenzylthio)propionic acid;(R)-2-(tert-butoxycarbonylamino)-3-(4-methylbenzylthio)propanoic acid;L-Cysteine,N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-

Chemical Property of Boc-Cys(Mbzl)-OH

Chemical Property:

• Appearance/Colour: White to off white powder
• Vapor Pressure: 1.45E-10mmHg at 25°C
• Melting Point: 63-66 °C
• Refractive Index: 1.551
• Boiling Point: 493.8 °C at 760 mmHg
• PKA: 3.57±0.10(Predicted)
• Flash Point: 252.4 °C
• PSA: 100.93000
• Density: 1.181 g/cm³
• LogP: 3.59700
• Storage Temp.: −20°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 325.13477939
• Heavy Atom Count: 22
• Complexity: 373

Purity/Quality:

99% ^*data from raw suppliers

Boc-S-4-methylbenzyl-L-cysteine 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CSCC(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)CSC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Uses: Boc-L-Cys(pMeBzl)-OH, is a Cystine derivative, used in various chemical synthesis and peptide chemistry.

Technology Process of Boc-Cys(Mbzl)-OH

There total 7 articles about Boc-Cys(Mbzl)-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: 95.0%

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine (41840-28-2) + S-<(4-methylphenyl)methyl>-L-cysteine (42294-52-0) → Boc-cysteine(4-Me-Bn) (61925-77-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 30 ℃; for 15h;

DOI:10.1246/bcsj.57.2211

Reference yield:

S-(4-methylbenzyl)-L-cysteine + di-tert-butyl dicarbonate (24424-99-5) + citric acid (77-92-9,906507-37-7) → Boc-cysteine(4-Me-Bn) (61925-77-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; water;

Reference yield:

(4R)-2-(4-methylphenyl)-4-thiazolidinecarboxylic acid (198991-77-4) → Boc-cysteine(4-Me-Bn) (61925-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃SiH, TFA / CH₂Cl₂ / 16 h / Ambient temperature

2: tetrahydrofuran; H₂O / 2 h / Ambient temperature; pH=8.5

With triethylsilane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

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

upstream raw materials:

di-tert-butyl dicarbonate

S-<(4-methylphenyl)methyl>-L-cysteine

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

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

Downstream raw materials:

(S)-2-((S)-2-{2-[2-((R)-2-Amino-3-mercapto-propionylamino)-acetylamino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanethioic acid S-(2-carbamoyl-ethyl) ester

<8-lysine, 9-(1-aminocyclopropane-1-carboxylic acid)>vasopressin

N-<(1,1-dimethylethoxy)carbonyl>-S-<(4-methylphenyl)methyl>-L-cysteinamide

(3S)-N-[Boc-S-(p-methylbenzyl)-L-cysteinyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Refernces

• 1、 -. "Sulfur-containing amino acid derivatives". . . Retrieved 2008/06/13.
• 2、 Shin,Inouye,Higuchi,Kyogoki. "Synthetic studies on quinoxaline antibiotics. III. Synthesis of nortriostin A, a triostin A analog lacking N-methyl groups on the cystine and valine residues". . p. 2211 - 2215. Retrieved 2007/10/02.