7-O-Methyleriodictyol

Base Information

• Chemical Name: 7-O-Methyleriodictyol
• CAS No.: 51857-11-5
• Molecular Formula: C16H14 O6
• Molecular Weight: 302.284
• Hs Code.: 2932999099
• UNII: 0IT00NY6AC
• DSSTox Substance ID: DTXSID70199819
• Nikkaji Number: J541.156D
• Wikipedia: Sterubin
• Wikidata: Q3387412
• Mol file: 51857-11-5.mol

Synonyms:7-methoxy-5,3',4'-trihydroxyflavanone;7-O-methyl-eriodictyol;7-O-methyleriodictyol

Chemical Property of 7-O-Methyleriodictyol

Chemical Property:

• Vapor Pressure: 2.45E-15mmHg at 25°C
• Melting Point: 215 °C
• Boiling Point: 607.2°Cat760mmHg
• PKA: 7.39±0.40(Predicted)
• Flash Point: 231.3°C
• PSA: 96.22000
• Density: 1.458g/cm³
• LogP: 2.51850
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 302.07903816
• Heavy Atom Count: 22
• Complexity: 413

Purity/Quality:

99% ^*data from raw suppliers

7-O-Methyleriodictyol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC(=C(C=C3)O)O)O
• Isomeric SMILES: COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC(=C(C=C3)O)O)O

Technology Process of 7-O-Methyleriodictyol

There total 8 articles about 7-O-Methyleriodictyol 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:

3,5-dihydroxyphenol (108-73-6) → sterubin + (-)-(2S)-5,3’,4’-trihydroxy-7-methoxyflavanone (51857-11-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 16 h / 55 °C

2.1: aluminum (III) chloride / dichloromethane / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

3.2: 16 h / 5 - 20 °C / Inert atmosphere

4.1: potassium hydroxide / ethanol / 0.25 h / 4 °C

4.2: 16 h / 20 °C

5.1: hydrogenchloride / methanol / 0.5 h / 50 °C

5.2: 3 h / Reflux

6.1: Resolution of racemate

With hydrogenchloride; aluminum (III) chloride; sodium hydride; potassium carbonate; potassium hydroxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/chem.202001264

Reference yield:

5-methoxyresorcinol (2174-64-3) → sterubin + (-)-(2S)-5,3’,4’-trihydroxy-7-methoxyflavanone (51857-11-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: aluminum (III) chloride / dichloromethane / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

2.2: 16 h / 5 - 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 0.25 h / 4 °C

3.2: 16 h / 20 °C

4.1: hydrogenchloride / methanol / 0.5 h / 50 °C

4.2: 3 h / Reflux

5.1: Resolution of racemate

With hydrogenchloride; aluminum (III) chloride; sodium hydride; potassium hydroxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.202001264

Reference yield:

2,6-dihydroxy-4-methoxy-acetophenone (7507-89-3) → sterubin + (-)-(2S)-5,3’,4’-trihydroxy-7-methoxyflavanone (51857-11-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

1.2: 16 h / 5 - 20 °C / Inert atmosphere

2.1: potassium hydroxide / ethanol / 0.25 h / 4 °C

2.2: 16 h / 20 °C

3.1: hydrogenchloride / methanol / 0.5 h / 50 °C

3.2: 3 h / Reflux

4.1: Resolution of racemate

With hydrogenchloride; sodium hydride; potassium hydroxide; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/chem.202001264

upstream raw materials:

7-methoxy-3',4',5-trihydroxyflavanone

3,5-dihydroxyphenol

5-methoxyresorcinol

2,6-dihydroxy-4-methoxy-acetophenone

Refernces