Moracin B

Base Information

• Chemical Name: Moracin B
• CAS No.: 67259-16-9
• Molecular Formula: C16H14O5
• Molecular Weight: 286.28
• DSSTox Substance ID: DTXSID001210294
• Nikkaji Number: J19.539A
• Metabolomics Workbench ID: 44565
• ChEMBL ID: CHEMBL3397310
• Mol file: 67259-16-9.mol

Synonyms:Moracin B;67259-16-9;2-(3-Hydroxy-5-methoxyphenyl)-6-methoxy-5-benzofuranol;2-(3-hydroxy-5-methoxyphenyl)-6-methoxybenzofuran-5-ol;CHEMBL3397310;CHEBI:174723;2-(3-hydroxy-5-methoxyphenyl)-6-methoxy-1-benzofuran-5-ol;DTXSID001210294;2-(3-hydroxy-5-methoxyphenyl)-6-methoxy-1-benzouran-5-ol

Chemical Property of Moracin B

Chemical Property:

• Boiling Point: 511.5±50.0 °C(Predicted)
• PKA: 9.10±0.40(Predicted)
• PSA: 72.06000
• Density: 1.322±0.06 g/cm3(Predicted)
• LogP: 3.52820
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 286.08412354
• Heavy Atom Count: 21
• Complexity: 350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)O)C2=CC3=CC(=C(C=C3O2)OC)O

Technology Process of Moracin B

There total 9 articles about Moracin 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: 30.0%

1-(3-Benzyloxy-5-methoxyphenyl)-2-(2,5-dibenzyloxy-4-methoxyphenyl)-1-ethanon (90664-28-1) → 2-(3-hydroxy-5-methoxyphenyl)-6-methoxy-5-benzofuranol (67259-16-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

Reference yield:

1-(3-Benzyloxy-5-methoxyphenyl)-3-(2,5-dibenzyloxy-4-methoxyphenyl)-2-propen-1-on (90664-19-0) → 2-(3-hydroxy-5-methoxyphenyl)-6-methoxy-5-benzofuranol (67259-16-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / Tl(NO₃)3*3H₂O / methanol

2: 90 percent / KOH / aq. ethanol / 2 h / Heating

3: 30 percent / H₂ / Pd/C / methanol

With potassium hydroxide; hydrogen; thallium(III) nitrate; palladium on activated charcoal; In methanol; ethanol;

Reference yield:

1-(3-Benzyloxy-5-methoxyphenyl)-2-(2,5-dibenzyloxy-4-methoxyphenyl)-3,3-dimethoxy-1-propanon (90664-24-7) → 2-(3-hydroxy-5-methoxyphenyl)-6-methoxy-5-benzofuranol (67259-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / KOH / aq. ethanol / 2 h / Heating

2: 30 percent / H₂ / Pd/C / methanol

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol; ethanol;

upstream raw materials:

1-(3-Benzyloxy-5-methoxyphenyl)-2-(2,5-dibenzyloxy-4-methoxyphenyl)-1-ethanon

3-hydroxy-5-methoxybenzoic acid

2,5-dihydroxy-4-methoxytoluene

3-acetoxy-5-methoxybenzoic acid

Refernces

• 1、 Vu, Binh,Mezey-Vandor, Gabriella,Nogradi, Mihaly. "A Practical Method for the Preparation of 2-Arylbenzofurans and the Synthesis of Moracin A and B". . p. 734 - 741. Retrieved 2007/10/02.