2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde

Base Information

• Chemical Name: 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde
• CAS No.: 853995-87-6
• Molecular Formula: C₁₆H₂₅BrO₄Si
• Molecular Weight: 389.362
• Mol file: 853995-87-6.mol

Synonyms:2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde

Chemical Property of 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde

There total 6 articles about 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde 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: 94.0%

2-bromo-6-hydroxy-3,5-dimethoxy-4-methyl-benzaldehyde (853995-97-8) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde (853995-87-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1021/ja051420x DOI:10.1021/ja060369+

Reference yield:

2-hydroxy-3,5-dimethoxy-4-methylbenzaldehyde (85071-58-5) → 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde (853995-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / K₂CO₃; Br₂ / CH₂Cl₂ / 1 h / 0 °C

2: 94 percent / diisopropylethylamine / dimethylformamide / 1.5 h / 20 °C

With bromine; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja060369+

Reference yield:

2,4-dimethoxy-3-methylphenol (19676-67-6) → 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde (853995-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / acetic acid / Heating

2: 97 percent / K₂CO₃; Br₂ / CH₂Cl₂ / 1 h / 0 °C

3: 94 percent / diisopropylethylamine / dimethylformamide / 1.5 h / 20 °C

With bromine; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Duff ortho-formylation;

DOI:10.1021/ja060369+

upstream raw materials:

2-bromo-6-hydroxy-3,5-dimethoxy-4-methyl-benzaldehyde

tert-butyldimethylsilyl chloride

2,4-dimethoxy-3-methylphenol

2,4-dimethoxy-3-methylbenzaldehyde

Downstream raw materials:

(5R,6R,7S,8R,9R,12S,13E,16S,18S,19S)-6,7,8,9,10,11,12,15,16,17,18,19-dodecahydro-4,7,19-trihydroxy-2,6,8,12,14,16,18-heptamethyl-1,19:5,9-diepoxybenzo[18]annulen-3(5H)-one

tert-Butyl-[2,4-dimethoxy-3-methyl-6-[(2R,5S,6R)-5-methyl-4-methylene-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-2-yl]-5-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-phenoxy]-dimethyl-silane

(2R,5S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-phenyl]-5-methyl-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-4-one

(3S,5S)-1-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(2R,3S,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-((S)-3-methyl-pent-4-enyl)-tetrahydro-pyran-2-yl]-4,6-dimethoxy-5-methyl-phenyl}-3,5,7-trimethyl-oct-7-en-2-ol