[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester

Base Information

• Chemical Name: [3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester
• CAS No.: 189217-74-1
• Molecular Formula: C₁₈H₃₀O₄Si
• Molecular Weight: 338.519
• Mol file: 189217-74-1.mol

Synonyms:[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester

Chemical Property of [3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester

There total 1 articles about [3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester 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: 90.1%

tert-butyldimethylsilyl chloride (18162-48-6) + (3-Hydroxy-4-methoxy-2,6-dimethyl-phenyl)-acetic acid methyl ester → [3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester (189217-74-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 0.0166667h;

DOI:10.1248/cpb.45.613

Reference yield: 94.0%

[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester (189217-74-1) → [3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetaldehyde (189217-78-5)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 ℃; for 2h;

DOI:10.1248/cpb.45.613

Reference yield:

[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetic acid methyl ester (189217-74-1) → 4-[2-(tert-Butyl-dimethyl-silanyloxy)-3-nitro-propyl]-3,5-dimethyl-[1,2]benzoquinone (189217-99-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / diisobutylaluminum hydride / diethyl ether; hexane / 2 h / -78 °C

2: 60.4 percent / KF, 18-crown-6 / propan-2-ol / 33 h / Ambient temperature

3: 65.5 percent / DBU / benzene / 0.02 h

4: 76.7 percent / Na₂CO₃, tris(4-bromophenyl)aminium hexachloroantimonate / tetrahydrofuran / 0.08 h / -20 °C

With potassium fluoride; 18-crown-6 ether; diisobutylaluminium hydride; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tris-(4-bromophenyl)aminium hexachloroantimonate; In tetrahydrofuran; diethyl ether; hexane; isopropyl alcohol; benzene;

DOI:10.1248/cpb.45.613

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-phenyl]-acetaldehyde

1-(3-hydroxy-4-methoxy-2,6-dimethylphenyl)-3-nitro-2-propanol

4-[2-(tert-Butyl-dimethyl-silanyloxy)-3-nitro-propyl]-3,5-dimethyl-[1,2]benzoquinone

3-[2-(tert-Butyl-dimethyl-silanyloxy)-3-nitro-propyl]-6-methoxy-2,4-dimethyl-phenol