Tyrosyl-arginyl-phenylalanyl-glycinamide

Base Information

• Chemical Name: Tyrosyl-arginyl-phenylalanyl-glycinamide
• CAS No.: 100304-60-7
• Molecular Formula: C26H36 N8 O5
• Molecular Weight: 540.61
• DSSTox Substance ID: DTXSID60905340
• ChEMBL ID: CHEMBL1872831
• Mol file: 100304-60-7.mol

Synonyms:dermorphin tetrapeptide, Tyr-Arg-Phe-Gly-NH2;Tyr-Arg-Phe-Gly-NH2;tyrosyl-arginyl-phenylalanyl-glycinamide

Chemical Property of Tyrosyl-arginyl-phenylalanyl-glycinamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 238.54000
• Density: 1.4g/cm³
• LogP: 2.10330
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 540.28086628
• Heavy Atom Count: 39
• Complexity: 836

Purity/Quality:

99% ^*data from raw suppliers

(D-Arg2)-Dermorphin (1-4) amide trifluoroacetate salt H-Tyr-D-Arg-Phe-Gly-NH2 trifluoroacetate salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NCC(=O)N)NC(=O)C(CCCN=C(N)N)NC(=O)C(CC2=CC=C(C=C2)O)N
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)NCC(=O)N)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC2=CC=C(C=C2)O)N

Technology Process of Tyrosyl-arginyl-phenylalanyl-glycinamide

There total 2 articles about Tyrosyl-arginyl-phenylalanyl-glycinamide 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: 68.0%

Boc-Tyr-D-Arg(Tos)-Phe-Gly-NH2 (100304-70-9) → H-Tyr-D-Arg-Phe-Gly-NH2 (100304-60-7)

Guidance literature:

With trifluorormethanesulfonic acid; methyl-phenyl-thioether; In trifluoroacetic acid; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.33.4865

Reference yield:

Boc-Tyr-D-Arg(Tos)-Phe-Gly-OEt (90549-88-5) → H-Tyr-D-Arg-Phe-Gly-NH2 (100304-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NH₃ gas / methanol / 48 h / Ambient temperature

2: 68 percent / CF₃SO₃H-thioanisole / trifluoroacetic acid / 1.5 h / Ambient temperature

With trifluorormethanesulfonic acid; methyl-phenyl-thioether; ammonia; In methanol; trifluoroacetic acid;

DOI:10.1248/cpb.33.4865

upstream raw materials:

Boc-Tyr-D-Arg(Tos)-Phe-Gly-NH₂

Boc-Tyr-D-Arg(Tos)-Phe-Gly-OEt

Refernces