4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol

Base Information

• Chemical Name: 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol
• CAS No.: 7382-59-4
• Molecular Formula: C17H20O6
• Molecular Weight: 320.342
• Hs Code.: 29093090
• DSSTox Substance ID: DTXSID70994886
• Mol file: 7382-59-4.mol

Synonyms:DTXSID70994886;4-[1-hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol;1,3-Propanediol, 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-

Chemical Property of 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol

Chemical Property:

• Vapor Pressure: 4.35E-13mmHg at 25°C
• Melting Point: 100 °C
• Refractive Index: 1.595
• Boiling Point: 553.5 °C at 760 mmHg
• PKA: 9.91±0.31(Predicted)
• Flash Point: 288.6 °C
• PSA: 88.38000
• Density: 1.282 g/cm³
• LogP: 1.88270
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 320.12598835
• Heavy Atom Count: 23
• Complexity: 339

Purity/Quality:

98% ^*data from raw suppliers

Guaiacylglycerol-β-guaiacyl Ether >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(C(C2=CC(=C(C=C2)O)OC)O)OCO

Technology Process of 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol

There total 39 articles about 4-[1-Hydroxy-2-(hydroxymethoxy)-2-(2-methoxyphenyl)ethyl]-2-methoxyphenol 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: 94.0%

1-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one (20730-75-0) → guaiacylglycerol-β-guaiacyl ether (7382-59-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; ethyl acetate;

DOI:10.1039/c8gc01366g

Reference yield: 88.0%

1-(4-(benzyloxy)-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (22400-03-9) → guaiacylglycerol-β-guaiacyl ether (7382-59-4)

Guidance literature:

With 10 mol% palladium on carbon; hydrogen; In ethyl acetate; for 16h;

DOI:10.1039/d0ob00800a

Reference yield: 82.0%

1-(4-(benzyloxy)-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol (22400-03-9) → erythro-1-(4-Hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol (7382-59-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol;

DOI:10.1021/ja401793n

upstream raw materials:

β-hydroxy-α-(2-methoxyphenoxy)4-hydroxy-3-methoxypropiophenone

1-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

4-[3-Hydroxy-2-(2-methoxy-phenoxy)-prop-(Z)-ylidene]-2-methoxy-cyclohexa-2,5-dienone

4-benzyloxy-3-methoxyacetophenone

Downstream raw materials:

2-methoxy-1,4-benzoquinone

coniferal alcohol

4-[1-Bromo-3-hydroxy-2-(2-methoxy-phenoxy)-propyl]-2-methoxy-phenol

erythro-1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol

Refernces

• 1、 Burtoloso, Antonio C. B.,De Oliveira, Gabriela P.,Dias, Rafael Mafra P.. "One-pot synthesis of β-O-4 lignin models: Via the insertion of stable 2-diazo-1,3-dicarbonyls into O-H bonds". . p. 4815 - 4823. Retrieved 2020/07/13.
• 2、 Lee, Tae Woo,Yang, Jung Woon. "Transition-metal-free conversion of lignin model compounds to high-value aromatics: Scope and chemoselectivity". supporting information. p. 3761 - 3771. Retrieved 2018/08/21.