(R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide

Base Information

• Chemical Name: (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide
• CAS No.: 351458-82-7
• Molecular Formula: C₁₇H₂₉NO₃Si
• Molecular Weight: 323.508
• Mol file: 351458-82-7.mol

Synonyms:(R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide

Chemical Property of (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide

There total 4 articles about (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide 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: 82.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + ethyl [(3R)-(tert-butyldimethylsilyloxy)-3-phenyl]propionate (131294-12-7) → (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide (351458-82-7)

Guidance literature:

With trimethylaluminum; In dichloromethane;

DOI:10.1016/S0040-4039(01)00567-6

Reference yield:

ethyl (R)-3-hydroxy-3-phenylpropanoate (72656-47-4) → (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide (351458-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / imidazole / CH₂Cl₂ / 20 °C

2: 82 percent / trimethylaluminum / toluene; CH₂Cl₂ / 20 °C

With 1H-imidazole; trimethylaluminum; In dichloromethane; toluene;

DOI:10.1016/j.tet.2005.04.047

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (R)-3-(tert-butyldimethylsylil)oxy-N-methoxy-N-methyl-benzenepropanamide (351458-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / imidazole / CH₂Cl₂ / 20 °C

2: 82 percent / trimethylaluminum / toluene; CH₂Cl₂ / 20 °C

With 1H-imidazole; trimethylaluminum; In dichloromethane; toluene;

DOI:10.1016/j.tet.2005.04.047

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

ethyl [(3R)-(tert-butyldimethylsilyloxy)-3-phenyl]propionate

ethyl (R)-3-hydroxy-3-phenylpropanoate

tert-butyldimethylsilyl chloride

Downstream raw materials:

(R)-1-[2,4-dimethoxy-6-(methoxymethoxy)phenyl]-3-phenyl-3-(tert-butyldimethylsilyl)oxy-propan-1-one

(R)-3-Hydroxy-1-(2-hydroxy-phenyl)-3-phenyl-propan-1-one

(2S)-flavanone

(E)-2'-hydroxy-chalcone