4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one

Base Information

• Chemical Name: 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one
• CAS No.: 864924-26-5
• Molecular Formula: C₃₂H₄₈N₂O₇Si₂
• Molecular Weight: 628.913
• Mol file: 864924-26-5.mol

Synonyms:4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one

Chemical Property of 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one

There total 8 articles about 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one 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:

(R)-4-Benzyl-3-{(2R,3R)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-3-hydroxy-2-methyl-propionyl}-oxazolidin-2-one (864924-25-4) + t-butyldimethylsiyl triflate (69739-34-0) → 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one (864924-26-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/ja051430y

Reference yield:

(R)-4-Benzyl-3-{(R)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-3-hydroxy-2-methyl-propionyl}-oxazolidin-2-one + t-butyldimethylsiyl triflate (69739-34-0) → 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one + 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one (864924-26-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/ja051430y

Reference yield:

3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-benzaldehyde (864924-24-3) → 4-benzyl-3-{3-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-2-methyl-propionyl}-oxazolidin-2-one (864924-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂BOTf / diethyl ether; CH₂Cl₂ / 0.08 h / cooling

1.2: DIPEA / diethyl ether; CH₂Cl₂ / 0.75 h / 0 °C

1.3: diethyl ether; CH₂Cl₂ / 3 h / -78 - 0 °C

2.1: 318 mg / 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; In diethyl ether; dichloromethane;

DOI:10.1021/ja051430y

upstream raw materials:

t-butyldimethylsiyl triflate

(R)-4-Benzyl-3-{(2R,3R)-3-[3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-3-hydroxy-2-methyl-propionyl}-oxazolidin-2-one

3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-benzaldehyde

3,5-dinitrobenzoic acid

Downstream raw materials:

(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(3-hydroxy-5-nitro-phenyl)-2-methyl-propionic acid

(2R,3R)-3-Hydroxy-3-(3-hydroxy-5-nitro-phenyl)-2-methyl-thiopropionic acid S-(2-acetylamino-ethyl) ester

3-(tert-butyl-dimethyl-silanyloxy)-3-(3-hydroxy-5-nitro-phenyl)-2-methyl-thiopropionic acid S-(2-acetylamino-ethyl) ester