Efegatran sulfate

Base Information

• Chemical Name: Efegatran sulfate
• CAS No.: 126721-07-1
• Molecular Formula: C21H32N6O3
• Molecular Weight: 514.603
• UNII: VB4VCH77JV
• DSSTox Substance ID: DTXSID10155277
• Wikidata: Q27291741
• NCI Thesaurus Code: C73226
• ChEMBL ID: CHEMBL324954
• Mol file: 126721-07-1.mol

Synonyms:D-methyl-phenylalanyl-prolyl-arginal;efegatran;efegatran sulfate;GYKI 14766;GYKI-14766;LY 294468;LY-294468;Me-Phe-Pro-Arg-H

Chemical Property of Efegatran sulfate

Chemical Property:

• Vapor Pressure: 4.61E-29mmHg at 25°C
• Boiling Point: 828.2°C at 760 mmHg
• Flash Point: 454.7°C
• PSA: 226.88000
• LogP: 2.54310
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 514.22096862
• Heavy Atom Count: 35
• Complexity: 683

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(CC1=CC=CC=C1)C(=O)N2CCCC2C(=O)NC(CCCN=C(N)N)C=O.OS(=O)(=O)O
• Isomeric SMILES: CN[C@H](CC1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C=O.OS(=O)(=O)O
• Uses: Antithrombotic.

Technology Process of Efegatran sulfate

There total 8 articles about Efegatran sulfate 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:

N-(Benzyloxycarbonyl)-D-phenylalanine (2448-45-5) → D-MePhe-Pro-Arg-H*H2SO4 (126721-07-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 75 percent / N,N'-dicyclohexyl carbodiimide (DCC) / tetrahydrofuran

2: 85 percent / triethylamine / pyridine

3: 1.) NaH

6: 70 percent / LiAlH₄ / tetrahydrofuran / -20 °C

7: H₂, 0.5 N aq. H₂SO₄ / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature

With lithium aluminium tetrahydride; sulfuric acid; hydrogen; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethanol;

DOI:10.1021/jm00168a030

Reference yield:

Z-D-MePhe-Pro-Arg(Z)-H (105806-74-4) → D-MePhe-Pro-Arg-H*H2SO4 (126721-07-1)

Guidance literature:

With sulfuric acid; hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00168a030

Reference yield:

Z-D-Phe-Pro (17460-56-9) → D-MePhe-Pro-Arg-H*H2SO4 (126721-07-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH

4: 70 percent / LiAlH₄ / tetrahydrofuran / -20 °C

5: H₂, 0.5 N aq. H₂SO₄ / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature

With lithium aluminium tetrahydride; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00168a030

upstream raw materials:

Z-D-MePhe-Pro-Arg(Z)-H

Z-D-Phe-Pro

Z-D-Phe-OTCP

Z-D-MePhe-Pro-Arg(Z)>

Refernces