Eulophiol

Base Information

• Chemical Name: Eulophiol
• CAS No.: 87402-72-0
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.301
• Mol file: 87402-72-0.mol

Synonyms:

Chemical Property of Eulophiol

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

99% ^*data from raw suppliers

Eulophiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Eulophiol

There total 8 articles about Eulophiol 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: 66.2%

1,5-dibenzyloxy-2,7-dimethoxy-phenanthrene → eulophiol (87402-72-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; for 24h; under 3620.13 Torr;

DOI:10.1016/j.ejmech.2013.06.016

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → eulophiol (87402-72-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

2.1: sodium tetrahydroborate / isopropyl alcohol / 2 h / Reflux

3.1: phosphorus tribromide / dichloromethane / 1 h / 0 °C

4.1: toluene / 4 h / Reflux

5.1: lithium methanolate / N,N-dimethyl-formamide / 1 h / 100 - 220 °C / Inert atmosphere

6.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 2 h / Reflux

6.2: 2 h / Reflux

7.1: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 24 h / 3620.13 Torr

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); palladium 10% on activated carbon; lithium methanolate; hydrogen; tri-n-butyl-tin hydride; phosphorus tribromide; potassium carbonate; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 5.1: |Wittig Olefination;

DOI:10.1016/j.ejmech.2013.06.016

Reference yield:

2-benzyloxy-3-methoxybenzaldehyde (2011-06-5) → eulophiol (87402-72-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate / isopropyl alcohol / 2 h / Reflux

2.1: phosphorus tribromide / dichloromethane / 1 h / 0 °C

3.1: toluene / 4 h / Reflux

4.1: lithium methanolate / N,N-dimethyl-formamide / 1 h / 100 - 220 °C / Inert atmosphere

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 2 h / Reflux

5.2: 2 h / Reflux

6.1: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 24 h / 3620.13 Torr

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); palladium 10% on activated carbon; lithium methanolate; hydrogen; tri-n-butyl-tin hydride; phosphorus tribromide; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 4.1: |Wittig Olefination;

DOI:10.1016/j.ejmech.2013.06.016

upstream raw materials:

3-methoxy-2-hydroxybenzaldehyde

2-benzyloxy-3-methoxybenzaldehyde

2-benzyloxy-3-hydroxymethyl-1-methoxybenzene

2-(benzyloxy)-3-(bromomethyl)-1-methoxybenzene

Refernces