1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane

Base Information

• Chemical Name: 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane
• CAS No.: 854737-55-6
• Molecular Formula: C₁₆H₂₅BrO₃Si
• Molecular Weight: 373.362
• Mol file: 854737-55-6.mol

Synonyms:1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane

Chemical Property of 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane

There total 4 articles about 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane 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: 78.0%

1-bromo-2-hydroxy-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane (854737-56-7) → 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane (854737-55-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tet.2005.03.074

Reference yield:

4-allylguaiacol (97-53-0) → 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane (854737-55-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / imidazole; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 78 percent / NBS; H₂O / dimethylsulfoxide / 0 °C

3: 78 percent / Dess-Martin reagent / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; dmap; N-Bromosuccinimide; water; Dess-Martin periodane; In dichloromethane; dimethyl sulfoxide; 3: Dess-Martin oxidation;

DOI:10.1016/j.tet.2005.03.074

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-bromo-2-keto-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane (854737-55-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / imidazole; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 78 percent / NBS; H₂O / dimethylsulfoxide / 0 °C

3: 78 percent / Dess-Martin reagent / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; dmap; N-Bromosuccinimide; water; Dess-Martin periodane; In dichloromethane; dimethyl sulfoxide; 3: Dess-Martin oxidation;

DOI:10.1016/j.tet.2005.03.074

upstream raw materials:

1-bromo-2-hydroxy-3-(3-methoxy-4-t-butyldimethylsilyloxy)phenyl propane

4-allylguaiacol

tert-butyldimethylsilyl chloride

3-[3-methoxy-4-(tert-butyldimethylsiloxy)phenyl]-1-propene

Downstream raw materials:

3-phenyl-acrylic acid 3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-2-oxo-propyl ester

3-(3,4-dimethoxy-phenyl)-acrylic acid 3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-2-oxo-propyl ester

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid 3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-2-oxo-propyl ester

3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-acrylic acid 3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-2-oxo-propyl ester