(+)-Epieudesmine

Base Information

• Chemical Name: (+)-Epieudesmine
• CAS No.: 60102-89-8
• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.445
• UNII: NFK65X655A
• Nikkaji Number: J444.331D
• Wikidata: Q27284845
• Metabolomics Workbench ID: 141142
• ChEMBL ID: CHEMBL512865
• Mol file: 60102-89-8.mol

Synonyms:(+)-epieudesmin;(+)-Epieudesmine;Epieudesmin;Phillygenin methyl ether;UNII-NFK65X655A;NFK65X655A;1H,3H-Furo(3,4-C)furan, 1,4-bis(3,4-dimethoxyphenyl)tetrahydro-, (1R,3aR,4S,6aR)-;60102-89-8;CHEMBL512865;SCHEMBL18013553;Q27284845

Chemical Property of (+)-Epieudesmine

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 386.17293854
• Heavy Atom Count: 28
• Complexity: 457

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC)OC)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)[C@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC(=C(C=C4)OC)OC)OC

Technology Process of (+)-Epieudesmine

There total 58 articles about (+)-Epieudesmine 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: 93.0%

(+)-epipinoresinol (487-36-5,4263-88-1,7452-03-1,10061-38-8,18779-41-4,18779-51-6,24404-50-0,81446-29-9,146338-76-3) + methyl iodide (74-88-4) → (+)-epipinoresinol dimethyl ether (60102-89-8)

Guidance literature:

With caesium carbonate; In acetone; for 18h; Heating;

DOI:10.1021/jo035365r

Reference yield: 90.0%

1-(3,4-dimethoxyphenyl)-1-(3-(3,4-dimethoxyphenyl)-2-propenyloxy)-2,3-epoxypropane (438581-68-1) → (+/-)-dimethylpinoresinol (526-06-7,4375-03-5,16499-02-8,25305-05-9,29106-36-3,38609-26-6,38759-91-0,60102-89-8)

Guidance literature:

1-(3,4-dimethoxyphenyl)-1-(3-(3,4-dimethoxyphenyl)-2-propenyloxy)-2,3-epoxypropane; With [Cp₂TiCl]; In tetrahydrofuran; at 60 ℃;

With iodine; In tetrahydrofuran; at 60 ℃; Further stages.;

DOI:10.1021/jo010857u

Reference yield: 55.0%

(3S,3aS,6S,6aS)-3,6-Bis-(3,4-dimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-diol (911858-80-5) → eudesmin (526-06-7,4375-03-5,16499-02-8,25305-05-9,29106-36-3,38609-26-6,38759-91-0,60102-89-8)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.06.127

upstream raw materials:

eudesmin

hydrogenchloride

ethanol

sulfuric acid

Downstream raw materials:

(3aR)-1c,4t-bis-(2-bromo-4,5-dimethoxy-phenyl)-(3ar,6ac)-tetrahydro-furo[3,4-c]furan

(2R,3R)-2,3-bis[(3,4-dimethoxyphenyl)methyl]butane-1,4-diol

eudesmin

(3aR)-1c,4c-bis-(2-bromo-4,5-dimethoxy-phenyl)-(3ar,6ac)-tetrahydro-furo[3,4-c]furan