4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone

Base Information

• Chemical Name: 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone
• CAS No.: 1429227-32-6
• Molecular Formula: C₁₆H₂₆O₅Si
• Molecular Weight: 326.465
• Mol file: 1429227-32-6.mol

Synonyms:4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone

Chemical Property of 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone

There total 3 articles about 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone 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: 96.0%

bromethyl methyl ether (13057-17-5) + 1-{4-[(tert-butyldimethylsilyl)oxy]-2,6-dihydroxyphenyl}ethan-1-one (139140-13-9) → 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone (1429227-32-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 3 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.02.012

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone (1429227-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 4 h / Inert atmosphere; Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 3 °C / Inert atmosphere

With 1H-imidazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2013.02.012

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone (1429227-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 4 h / Inert atmosphere; Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 3 °C / Inert atmosphere

With 1H-imidazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2013.02.012

upstream raw materials:

bromethyl methyl ether

1-{4-[(tert-butyldimethylsilyl)oxy]-2,6-dihydroxyphenyl}ethan-1-one

tert-butyldimethylsilyl chloride

2,4,6-trihydroxyacetophenone

Downstream raw materials:

4-benzyloxy-6-hydroxy-2-(methoxymethoxy)acetophenone

2',4'-dihydroxy-6'-(methoxymethoxy)acetophenone

C₃₂H₃₂O₇

C₃₈H₃₆O₇