(4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone

Base Information

• Chemical Name: (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone
• CAS No.: 915315-40-1
• Molecular Formula: C₂₂H₂₃NO₃
• Molecular Weight: 349.43
• Mol file: 915315-40-1.mol

Synonyms:(4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone

Chemical Property of (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone

There total 4 articles about (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone 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:

[4-(2-methyl-propenyl)-phenyl]-acetyl chloride + 4-methyl-5-phenyloxazolidin-2-one (77943-39-6) → (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone (915315-40-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -40 ℃; for 1.5h;

DOI:10.1002/jlcr.1040

Reference yield:

4-(2-methyl-1-propen-1-yl)phenylacetic acid (915315-39-8) → (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone (915315-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / tetrahydrofuran / 1 h / 100 °C

2: 1.99 g / n-BuLi / tetrahydrofuran / 1.5 h / -40 °C

With n-butyllithium; thionyl chloride; In tetrahydrofuran;

DOI:10.1002/jlcr.1040

Reference yield:

4-bromophenylacetic acid (13737-36-5) → (4R,5S)-N-(4-isobutenylphenylacetyl)-4-methyl-5-phenyl-2-oxazolidinone (915315-40-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 80 percent / 18 h / 120 °C

2.1: NaH; 15-crown-5 / tetrahydrofuran

2.2: 62 percent / tetrahydrofuran / 48 h / 20 °C

3.1: SOCl₂ / tetrahydrofuran / 1 h / 100 °C

4.1: 1.99 g / n-BuLi / tetrahydrofuran / 1.5 h / -40 °C

With n-butyllithium; thionyl chloride; 15-crown-5; sodium hydride; In tetrahydrofuran; 2.2: Wadsworth-Emmons olefination;

DOI:10.1002/jlcr.1040

upstream raw materials:

4-methyl-5-phenyloxazolidin-2-one

4-(2-methyl-1-propen-1-yl)phenylacetic acid

4-bromophenylacetic acid

[4-(diethoxyphosphinyl)methyl]-phenylacetic acid

Downstream raw materials:

(-)-2-(4-dimethylvinylphenyl)propionic acid

(αR,4R,5S)-N-[α-(4-isobutenylphenyl)-α-methylacetyl]-4-methyl-5-phenyl-2-oxazolidinone