N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide

Base Information

• Chemical Name: N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide
• CAS No.: 773155-83-2
• Molecular Formula: C₃₀H₄₁F₃N₂O₄Si
• Molecular Weight: 578.747
• Mol file: 773155-83-2.mol

Synonyms:N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide

Chemical Property of N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide

There total 7 articles about N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide 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: 79.0%

(R)-4-Benzyl-3-[(1R,3S)-1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butylamino]-oxazolidin-2-one (773155-75-2) + trifluoroacetic anhydride (407-25-0) → N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide (773155-83-2)

Guidance literature:

With dmap; In triethylamine; at 0 - 20 ℃;

DOI:10.1021/ol048986v

Reference yield:

(R)-3-amino-4-phenylmethyl-2-oxazolidinone → N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide (773155-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / p-toluenesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2.1: InCl₃; Mn₂(CO)10 / CH₂Cl₂ / 18 h / UV-irradiation

2.2: 56 percent / NEt₃ / 3 h

3.1: 79 percent / DMAP / triethylamine / 0 - 20 °C

With dmap; indium(III) chloride; dimanganese decacarbonyl; 4 A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; triethylamine;

DOI:10.1021/ol048986v

Reference yield:

(R)-4-Benzyl-3-[2-phenyl-eth-(E)-ylideneamino]-oxazolidin-2-one → N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide (773155-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: InCl₃; Mn₂(CO)10 / CH₂Cl₂ / 18 h / UV-irradiation

1.2: 56 percent / NEt₃ / 3 h

2.1: 79 percent / DMAP / triethylamine / 0 - 20 °C

With dmap; indium(III) chloride; dimanganese decacarbonyl; In dichloromethane; triethylamine;

DOI:10.1021/ol048986v

upstream raw materials:

(R)-4-Benzyl-3-[(1R,3S)-1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butylamino]-oxazolidin-2-one

trifluoroacetic anhydride

phenylacetaldehyde

tert-butyldimethylsilyl chloride

Downstream raw materials:

N-((1R,3S)-1-Benzyl-4-hydroxy-3-methyl-butyl)-2,2,2-trifluoro-acetamide