2,5-Bis(3,4,5-trimethoxyphenyl)tetrahydrofuran

Base Information

• Chemical Name: 2,5-Bis(3,4,5-trimethoxyphenyl)tetrahydrofuran
• CAS No.: 99103-35-2
• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.46
• DSSTox Substance ID: DTXSID30912864
• Nikkaji Number: J293.479E
• Wikidata: Q82883302
• Mol file: 99103-35-2.mol

Synonyms:2,5-bis(3,4,5-trimethoxyphenyl)tetrahydrofuran;L 652731;L-652,731

Chemical Property of 2,5-Bis(3,4,5-trimethoxyphenyl)tetrahydrofuran

Chemical Property:

• Vapor Pressure: 5.36E-10mmHg at 25°C
• Boiling Point: 509.5°Cat760mmHg
• Flash Point: 203.1°C
• Density: 1.148g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 404.18350323
• Heavy Atom Count: 29
• Complexity: 420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C2CCC(O2)C3=CC(=C(C(=C3)OC)OC)OC
• Isomeric SMILES: COC1=CC(=CC(=C1OC)OC)[C@@H]2CC[C@H](O2)C3=CC(=C(C(=C3)OC)OC)OC

Technology Process of 2,5-Bis(3,4,5-trimethoxyphenyl)tetrahydrofuran

There total 5 articles about 2,5-Bis(3,4,5-trimethoxyphenyl)tetrahydrofuran 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:

methyl (3,4,5-trimethoxyphenyl) ketone (1136-86-3) → trans-tetrahydro-2,5-bis(3,4,5-trimethoxyphenyl)furan (99103-35-2,99124-63-7,103732-74-7,116836-42-1,129280-05-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide (LDA), 2.) CuCl₂ / 1.) THF, -70 deg C, 2 h, 2.) THF, DMF, -70 deg C, 2 h

2: 4.2 g / LiAlH₄ / tetrahydrofuran / 0 °C

3: 2.1 g / trifluoroacetic acid / CHCl₃ / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; trifluoroacetic acid; copper dichloride; lithium diisopropyl amide; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00160a020

Reference yield:

1,2-bis(3,4,5-trimethoxybenzoyl)ethane (101394-53-0) → trans-tetrahydro-2,5-bis(3,4,5-trimethoxyphenyl)furan (99103-35-2,99124-63-7,103732-74-7,116836-42-1,129280-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.2 g / LiAlH₄ / tetrahydrofuran / 0 °C

2: 2.1 g / trifluoroacetic acid / CHCl₃ / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; trifluoroacetic acid; In tetrahydrofuran; chloroform;

DOI:10.1021/jm00160a020

Reference yield:

1,4-bis(3,4,5-trimethoxyphenyl)-1,4-butanediol (103732-76-9) → cis-tetrahydro-2,5-bis(3,4,5-trimethoxyphenyl)furan (99124-63-7) + trans-tetrahydro-2,5-bis(3,4,5-trimethoxyphenyl)furan (99103-35-2,99124-63-7,103732-74-7,116836-42-1,129280-05-3)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 0.5h; Ambient temperature;

DOI:10.1021/jm00160a020

upstream raw materials:

1-bromo-3,4,5-trimethoxybenzene

2-(benzenesulphonyl)tetrahydro-5-(3,4,5-trimethoxyphenyl)furan

1,4-bis(3,4,5-trimethoxyphenyl)-1,4-butanediol

methyl (3,4,5-trimethoxyphenyl) ketone