4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol

Base Information

• Chemical Name: 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol
• CAS No.: 1595280-36-6
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.295
• Mol file: 1595280-36-6.mol

Synonyms:4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol

Chemical Property of 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol

There total 5 articles about 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-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: 68.0%

(4S)-3-((1R,2S)-2-(4-hydroxy-3-methoxyphenyl)cyclohex-3-enecarbonyl)-4-phenyloxazolidin-2-one (1595280-39-9) → 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol (1595280-36-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

DOI:10.1080/00397911.2013.846380

Reference yield:

(4S)-3-((1R,2S)-2-(4-hydroxy-3-methoxyphenyl)cyclohex-3-enecarbonyl)-4-isopropyloxazolidin-2-one (1595280-40-2) → 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol (1595280-36-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

DOI:10.1080/00397911.2013.846380

Reference yield:

vanillin (121-33-5,8014-42-4) → 4-((1S,6R)-6-(hydroxymethyl)cyclohex-2-enyl)-2-methoxyphenol (1595280-36-6)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonium chloride; zinc / tetrahydrofuran; water / 0.5 h / 0 °C

2: toluene-4-sulfonic acid / toluene / 1 h / Reflux

3: titanium tetrachloride / dichloromethane / 2 h / -20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C

With lithium aluminium tetrahydride; titanium tetrachloride; ammonium chloride; toluene-4-sulfonic acid; zinc; In tetrahydrofuran; dichloromethane; water; toluene; 3: |Diels-Alder Cycloaddition;

DOI:10.1080/00397911.2013.846380

upstream raw materials:

vanillin

4-(1-Hydroxybut-3-enyl)-2-methoxyphenol

1-(4-hydroxy-3-methoxyphenyl)butadiene

(4S)-3-((1R,2S)-2-(4-hydroxy-3-methoxyphenyl)cyclohex-3-enecarbonyl)-4-phenyloxazolidin-2-one

Downstream raw materials:

((1R,2S)-2-(4-acetoxy-3-methoxyphenyl)cyclohex-3-enyl)methyl acetate