Tetrahydrofuroguaiacin B

Base Information

• Chemical Name: Tetrahydrofuroguaiacin B
• CAS No.: 131829-51-1
• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.408
• ChEMBL ID: CHEMBL1170325
• DSSTox Substance ID: DTXSID701131691
• Metabolomics Workbench ID: 122518
• Nikkaji Number: J2.144.035C
• Wikidata: Q105012228

Synonyms:TETRAHYDROFUROGUAIACIN B;CHEMBL1170325;SCHEMBL12118597;DTXSID701131691;BDBM50487943;131829-51-1;rel-4,4'-[(2R,3S,4R,5S)-Tetrahydro-3,4-dimethyl-2,5-furandiyl]bis[2-methoxyphenol]

Chemical Property of Tetrahydrofuroguaiacin B

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 344.16237386
• Heavy Atom Count: 25
• Complexity: 392

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(C(OC1C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)C
• Isomeric SMILES: C[C@@H]1[C@@H]([C@@H](O[C@@H]1C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)C

Technology Process of Tetrahydrofuroguaiacin B

There total 20 articles about Tetrahydrofuroguaiacin B 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: 52.0%

4,4'-(3,4-dimethylfuran-2,5-diyl)bis(2-methoxyphenol) (10035-27-5) → 4,4'-(3,4-dimethyltetrahydrofuran-2,5-diyl)bis(2-methoxyphenol) (131829-51-1)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In ethanol; at 20 ℃; for 96h;

DOI:10.1016/j.ejmech.2018.02.014

Reference yield: 12.8%

(-)-Galbelgin (10569-12-7) → (+)-fragransin A2 (50393-85-6,50544-07-5,74683-16-2,76261-19-3,83198-63-4,112652-46-7,114422-21-8,126643-11-6,128524-98-1,131829-51-1,143062-67-3)

Guidance literature:

With Aspergillus niger; In dimethyl sulfoxide; at 28 ℃; for 36h;

DOI:10.1016/0031-9422(96)00222-1

Reference yield: 5.3%

galgravin (528-63-2) → nectandrin-B (50393-85-6,50544-07-5,74683-16-2,76261-19-3,83198-63-4,112652-46-7,114422-21-8,126643-11-6,128524-98-1,131829-51-1,143062-67-3)

Guidance literature:

With Aspergillus niger; In dimethyl sulfoxide; at 28 ℃; for 48h;

DOI:10.1016/0031-9422(96)00222-1

upstream raw materials:

(7R,7′S,8S,8′R)-4,4′-dibenzyloxy-3,3′-dimethoxy-7,7′-epoxylignane-9,9′-diol

(7R,7′S,8R,8′S)-4,4′-dibenzyloxy-3,3′-dimethoxy-7,7′-epoxylignane-9,9′-diol

4,4'-(3,4-dimethylfuran-2,5-diyl)bis(2-methoxyphenol)

galgravin

Downstream raw materials:

malabaricanol diacetate

1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutane

(+/-)-trans-4-(3,4-dimethoxyphenyl)-3,4-dihydro-6,7-dimethoxy-2,3-dimethylnaphthalene

veraguensin

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