(RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol

Base Information

• Chemical Name: (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol
• CAS No.: 1333896-54-0
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 1333896-54-0.mol

Synonyms:(RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol

Chemical Property of (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol

There total 7 articles about (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol 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: 81.0%

1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanone (1333896-53-9) → (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol (1333896-54-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/jm200640v

Reference yield:

3-bromo-5-hydroxy-benzoic acid (140472-69-1) → (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol (1333896-54-0)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 100 °C / Inert atmosphere

2: water; lithium hydroxide / tetrahydrofuran / 23 h / 20 °C

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 0 - 20 °C / Inert atmosphere

4: dibutyl ether / 15 h / 0 - 20 °C / Inert atmosphere

5: palladium diacetate; sodium carbonate; ruphos / ethanol / 64 h / 85 °C / Inert atmosphere

6: sodium tetrahydroborate / methanol / 2 h / 20 °C

With sodium tetrahydroborate; water; palladium diacetate; sodium carbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; ruphos; In tetrahydrofuran; methanol; ethanol; dibutyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm200640v

Reference yield:

ethyl 3-bromo-5-ethoxybenzoate (1229442-68-5) → (RS)-1-(3-(3,5-dimethylisoxazol-4-yl)-5-ethoxyphenyl)ethanol (1333896-54-0)

Guidance literature:

Multi-step reaction with 5 steps

1: water; lithium hydroxide / tetrahydrofuran / 23 h / 20 °C

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 0 - 20 °C / Inert atmosphere

3: dibutyl ether / 15 h / 0 - 20 °C / Inert atmosphere

4: palladium diacetate; sodium carbonate; ruphos / ethanol / 64 h / 85 °C / Inert atmosphere

5: sodium tetrahydroborate / methanol / 2 h / 20 °C

With sodium tetrahydroborate; water; palladium diacetate; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; ruphos; In tetrahydrofuran; methanol; ethanol; dibutyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm200640v

upstream raw materials:

3,5-dimethylisoxazole-4-boronic acid

1-(3-bromo-5-ethoxyphenyl)ethanone

ethyl 3-bromo-5-ethoxybenzoate

3-bromo-5-ethoxy-N-methoxy-N-methylbenzamide