1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol

Base Information

• Chemical Name: 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol
• CAS No.: 942062-92-2
• Molecular Formula: C₁₈H₃₂O₂Si
• Molecular Weight: 308.536
• Mol file: 942062-92-2.mol

Synonyms:1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol

Chemical Property of 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol

There total 4 articles about 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol 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: 75.0%

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]acetaldehyde (942062-87-5) + isopropylmagnesium bromide (920-39-8) → 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol (942062-92-2)

Guidance literature:

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]acetaldehyde; isopropylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

With ammonium chloride; In tetrahydrofuran; diethyl ether; water; Further stages.;

DOI:10.1021/ol0704901

Reference yield:

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]ethanol (888324-77-4) → 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol (942062-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 14 h / 20 °C

2.1: diethyl ether; tetrahydrofuran / 1 h / 0 °C

2.2: 75 percent / NH₄Cl / diethyl ether; tetrahydrofuran; H₂O

With Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Dess-Martin oxidation;

DOI:10.1021/ol0704901

Reference yield:

2-(2-hydroxyethyl)benzyl alcohol (6346-00-5) → 1-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]-3-methylbutan-2-ol (942062-92-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 12 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 14 h

2.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 14 h / 20 °C

3.1: diethyl ether; tetrahydrofuran / 1 h / 0 °C

3.2: 75 percent / NH₄Cl / diethyl ether; tetrahydrofuran; H₂O

With dmap; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2.1: Dess-Martin oxidation;

DOI:10.1021/ol0704901

upstream raw materials:

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]acetaldehyde

isopropylmagnesium bromide

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]ethanol

2-(2-hydroxyethyl)benzyl alcohol

Downstream raw materials:

but-2-enoic acid 1-(2-formylbenzyl)-2-methylpropyl ester

but-2-enoic acid 1-(2-hydroxymethylbenzyl)-2-methylpropyl ester

but-2-enoic acid 1-[2-((tert-butyldimethylsilanyloxy)methyl)benzyl]-2-methylpropyl ester