(S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide

Base Information

• Chemical Name: (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide
• CAS No.: 185996-35-4
• Molecular Formula: C₂₂H₃₁NO₃Si
• Molecular Weight: 385.579
• Mol file: 185996-35-4.mol

Synonyms:(S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide

Chemical Property of (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide

There total 2 articles about (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide 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: 100.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester (95514-03-7) → (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide (185996-35-4)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2020.127412

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide (185996-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / imidazole / CH₂Cl₂

2: iPrMgBr / tetrahydrofuran / -15 °C

With 1H-imidazole; isopropylmagnesium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2006.04.044

Reference yield: 99.0%

methylmagnesium bromide (75-16-1) + (S)-3-(tert-butyldiphenylsilyloxy)-N-methoxy-N,2-dimethylpropanamide (185996-35-4) → (S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-butan-2-one (185996-36-5)

Guidance literature:

In tetrahydrofuran; at -10 ℃;

DOI:10.1016/j.bmcl.2012.02.051

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-butan-2-one

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butan-2-ol

(5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one