H-Arg(Tos)-OH

Base Information

• Chemical Name: H-Arg(Tos)-OH
• CAS No.: 4353-32-6
• Molecular Formula: C13H20N4O4S
• Molecular Weight: 328.392
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30428591
• Nikkaji Number: J308.107I
• Mol file: 4353-32-6.mol

Synonyms:H-Arg(Tos)-OH;4353-32-6;N'-p-Tosyl-L-arginine;(2S)-2-amino-5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]pentanoic acid;L-Ornithine, N5-[imino[[(4-methylphenyl)sulfonyl]amino]methyl]-;(S)-2-Amino-5-(3-tosylguanidino)pentanoic acid;N-Omega-(4-toluenesulfonyl)-d-arginine;Nw-Tosyl-L-arginine;omega-Tosyl-L-arginine;H-Arg(Tos)-OH, AldrichCPR;SCHEMBL4433373;DTXSID30428591;MFCD00077167;AKOS016000203;CS-W011973;HY-W011257;DS-13975;A847894

Chemical Property of H-Arg(Tos)-OH

Chemical Property:

• Vapor Pressure: 2.95E-13mmHg at 25°C
• Melting Point: 146-150 °C
• Refractive Index: 1.621
• Boiling Point: 591.3 °C at 760 mmHg
• PKA: 2.46±0.24(Predicted)
• Flash Point: 311.4 °C
• PSA: 153.75000
• Density: 1.42 g/cm³
• LogP: 2.65240
• Storage Temp.: -15°C
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 328.12052631
• Heavy Atom Count: 22
• Complexity: 493

Purity/Quality:

99%, ^*data from raw suppliers

H-Arg(Tos)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCCC(C(=O)O)N)N
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCC[C@@H](C(=O)O)N)N
• Uses: H-Arg(Tos)-OH,

Technology Process of H-Arg(Tos)-OH

There total 5 articles about H-Arg(Tos)-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: 100.0%

Boc-Arg(Tos)-OH (13836-37-8) → NG-tosylargine (4353-32-6)

Guidance literature:

With water; at 170 ℃; for 0.05h; Microwave irradiation;

DOI:10.1016/j.tetlet.2008.09.027

Reference yield:

Nα-Benzyloxycarbonyl-Nω-tosyl-L-arginin (13650-38-9) → NG-tosylargine (4353-32-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1016/S0968-0896(97)00078-3

Reference yield:

Z-Arg-OH (1234-35-1) → NG-tosylargine (4353-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 4M aq. NaOH / acetone / 2 h / 0 °C

2: H₂ / Pd/C / methanol / 24 h

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; acetone;

DOI:10.1016/S0968-0896(97)00078-3

upstream raw materials:

Z-Arg-OH

p-toluenesulfonyl chloride

N^α-Benzyloxycarbonyl-N^ω-tosyl-L-arginin

Boc-Arg(Tos)-OH

Downstream raw materials:

Z(OMe)-Cys(Bzl)-Arg(Tos)-NHNH₂

(N^α-Bzl)Arg(Tos)

Z(OMe)-D-Lys(Z)-Tyr-L-Arg(Tos)-OH

Tos-Cys(Bzl)-Tyr-Phe-Gln-Asn-Cys(Bzl)-Pro-Arg(Tos)

Refernces

• 1、 Thaqi, Ali,McCluskey, Adam,Scott, Janet L.. "A mild Boc deprotection and the importance of a free carboxylate". supporting information; experimental part. p. 6962 - 6964. Retrieved 2009/04/07.
• 2、 Hartter. "Basic peptides in bee venom, II. Synthesis of two pentapeptides from the sequence of the mast cell degrading peptide". . p. 1683 - 1693. Retrieved 2007/10/05.