6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde

Base Information

• Chemical Name: 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde
• CAS No.: 565176-50-3
• Molecular Formula: C₁₆H₂₅BrO₄Si
• Molecular Weight: 389.362
• Mol file: 565176-50-3.mol

Synonyms:6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde

Chemical Property of 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde

There total 4 articles about 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde 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: 90.0%

6-bromo-2-tert-butyldimethylsilanyloxymethyl-3-methoxymethoxybenzylic alcohol (565176-49-0) → 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde (565176-50-3)

Guidance literature:

With Chloro-oxo-acetic acid; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 0.5h;

DOI:10.1016/S0040-4020(03)00427-7

Reference yield:

acetic acid 2,3-diacetoxy-6-bromophenylester → 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde (565176-50-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / LiOH / dioxane; H₂O / 1 h / 20 °C

2: 31 percent / NaH / dimethylformamide / 1 h / 20 °C

3: 51 percent / triethylamine / CH₂Cl₂ / -15 - 20 °C

4: 90 percent / oxalylchloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

With lithium hydroxide; Chloro-oxo-acetic acid; sodium hydride; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4: Swern oxidation;

DOI:10.1016/S0040-4020(03)00427-7

Reference yield:

4-bromo-2,3-bis(hydroxymethyl)phenol (565176-47-8) → 6-bromo-3-methoxymethoxy-2-tert-butyldimethylsiloxymethylbenzaldehyde (565176-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 51 percent / triethylamine / CH₂Cl₂ / -15 - 20 °C

3: 90 percent / oxalylchloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

With Chloro-oxo-acetic acid; sodium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 3: Swern oxidation;

DOI:10.1016/S0040-4020(03)00427-7

upstream raw materials:

6-bromo-2-tert-butyldimethylsilanyloxymethyl-3-methoxymethoxybenzylic alcohol

4-bromo-2,3-bis(hydroxymethyl)phenol

4-bromo-2,3-bis(hydroxymethyl)methoxy-methoxybenzene

Downstream raw materials:

1-(2-{[6-bromo-2-(tert-butyldimethylsilanyloxymethyl)-3-methoxymethoxyphenyl]-hydroxy-methyl}-3-methoxymethoxy-phenyl)-6-(tert-butyldimethylsilanyloxy)-hexan-1-ol