(±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one

Base Information

• Chemical Name: (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one
• CAS No.: 1059200-24-6
• Molecular Formula: C₁₅H₂₃NO₃Si
• Molecular Weight: 293.438
• Mol file: 1059200-24-6.mol

Synonyms:(±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one

Chemical Property of (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one

There total 4 articles about (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)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: 68.0%

4-((tert-butyldimethylsilyl)oxy)phenethyl N-mesyloxycarbamate → (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one (1059200-24-6)

Guidance literature:

With dirhodium(II) tetrakis(triphenylacetate); potassium carbonate; In water; ethyl acetate; at 22 ℃; for 16h;

DOI:10.1039/c7ob00378a

Reference yield: 49.0%

N-tert-butoxycarbonyl-2-(4-tert-butyldimethylsilyloxyphenyl)-glycinol (1059200-22-4) → 4-(4-hydroxyphenyl)-oxazolidin-2-one (1059200-23-5) + (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one (1059200-24-6)

Guidance literature:

With thionyl chloride; for 12h;

DOI:10.1016/j.tetasy.2008.06.020

Reference yield:

C15H25NO4Si → (±)-4-(4-((tert-butyldimethylsilyl)oxy)phenyl)oxazolidin-2-one (1059200-24-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

2: dirhodium(II) tetrakis(triphenylacetate); potassium carbonate / water; ethyl acetate / 16 h / 22 °C

With dirhodium(II) tetrakis(triphenylacetate); potassium carbonate; triethylamine; In diethyl ether; water; ethyl acetate;

DOI:10.1039/c7ob00378a

upstream raw materials:

N-tert-butoxycarbonyl-2-(4-tert-butyldimethylsilyloxyphenyl)-glycinol

2-(4{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanol