2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

Base Information

• Chemical Name: 2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
• CAS No.: 80510-06-1
• Molecular Formula: C36H36N2O8
• Molecular Weight: 624.6796
• NSC Number: 359837
• Nikkaji Number: J2.244.537E,J3.084.482C
• Metabolomics Workbench ID: 49016
• Mol file: 80510-06-1.mol

Synonyms:tribulusamide A;tribulusamide-A

Chemical Property of 2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 934.8°Cat760mmHg
• PKA: 9.78±0.35(Predicted)
• Flash Point: 519.2°C
• PSA: 146.58000
• Density: 1.315g/cm³
• LogP: 5.55070
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 624.24716611
• Heavy Atom Count: 46
• Complexity: 995

Purity/Quality:

99% ^*data from raw suppliers

Grossamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1OC(C2C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)C=CC(=O)NCCC5=CC=C(C=C5)O
• Isomeric SMILES: COC1=CC(=CC2=C1OC(C2C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)/C=C/C(=O)NCCC5=CC=C(C=C5)O
• Uses: Grossamide is an anti-inflammatory agent found in hemp seed. Grossamide is a potential therapeutic candidate for inhibiting neuroinflammation in neurodegenerative diseases.

Technology Process of 2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

There total 2 articles about 2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide 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: 20.0%

(Z)-N-feruloyltyramine (65646-26-6,66648-43-9,80510-09-4) → trans-grossamide (80510-06-1,187655-56-7)

Guidance literature:

With dihydrogen peroxide; at 38 ℃; for 18h; peroxidase, phosphate buffer sulution (pH 7.38);

Reference yield:

(E)-N-feruloyltyramine (66648-43-9) → trans-grossamide (80510-06-1,187655-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 2 h / Ambient temperature; Irradiation

2: 20 percent / 0.022percent H₂O₂ / 18 h / 38 °C / peroxidase, phosphate buffer sulution (pH 7.38)

With dihydrogen peroxide; In methanol;

Reference yield: 68.0%

trans-grossamide (80510-06-1,187655-56-7) + dimethyl sulfate (77-78-1) → trimethyl grossamide

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

upstream raw materials:

(Z)-N-feruloyltyramine

(E)-N-feruloyltyramine

Downstream raw materials:

dihydrogrossamide

Refernces