methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate

Base Information

• Chemical Name: methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate
• CAS No.: 1126431-84-2
• Molecular Formula: C₁₆H₂₆O₄Si
• Molecular Weight: 310.466
• Mol file: 1126431-84-2.mol

Synonyms:methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate

Chemical Property of methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate

There total 5 articles about methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate 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: 73.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 3-hydroxymethyl-5-methoxy-benzoic acid methyl ester (367519-84-4) → methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate (1126431-84-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 1h;

Reference yield:

dimethyl 5-methoxyisophthalate (20319-44-2) → methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate (1126431-84-2) + 1,3-di-(hydroxymethyl)-5-methoxybenzene (19254-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide; hydrogenchloride / water / 24 h / Inert atmosphere

1.2: 0.67 h / Inert atmosphere; Cooling with ice

2.1: 1H-imidazole / dichloromethane / 1.5 h / Inert atmosphere; Cooling with ice

With 1H-imidazole; hydrogenchloride; potassium hydroxide; In dichloromethane; water;

DOI:10.1021/jo301872n

Reference yield:

5-Hydroxyisophthalic acid (618-83-7) → methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate (1126431-84-2) + 1,3-di-(hydroxymethyl)-5-methoxybenzene (19254-84-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / 22 h / 75 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.67 h / Inert atmosphere; Cooling with ice

2.2: 2.83 h / Inert atmosphere

3.1: potassium hydroxide; hydrogenchloride / water / 24 h / Inert atmosphere

3.2: 0.67 h / Inert atmosphere; Cooling with ice

4.1: 1H-imidazole / dichloromethane / 1.5 h / Inert atmosphere; Cooling with ice

With 1H-imidazole; hydrogenchloride; sulfuric acid; sodium hydride; potassium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo301872n

upstream raw materials:

tert-butyldimethylsilyl chloride

3-hydroxymethyl-5-methoxy-benzoic acid methyl ester

dimethyl 5-methoxyisophthalate

5-Hydroxyisophthalic acid

Downstream raw materials:

2-(2-chloro-4-pyrimidinyl)-1-[3-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(methyloxy)phenyl]ethanone

1-(2,2-dimethyl-propionyloxymethyl)-3-methoxy-5-methyl-cyclohexa-2,5-dienecarboxylic acid methyl ester

C₂₂H₃₈O₆Si

C₁₇H₃₀O₄Si