(R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

• Chemical Name: (R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester
• CAS No.: 330795-80-7
• Molecular Formula: C₂₅H₂₂BrNO₄
• Molecular Weight: 480.358
• Mol file: 330795-80-7.mol

Synonyms:(R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Chemical Property of (R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

There total 1 articles about (R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester 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%

(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester (171860-41-6) + 1-bromomethyl-4-bromobenzene (589-15-1) → (R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester (330795-80-7)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -30 - 20 ℃;

DOI:10.1021/jo0013913

Reference yield:

(R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester (330795-80-7) → (2S,4R)-4-(4-Bromo-benzyl)-4-methyl-2-phenyl-oxazolidin-5-one; hydrobromide

Guidance literature:

With hydrogen bromide; In acetic acid; at 20 ℃; for 20h;

DOI:10.1021/jo0013913

Reference yield:

(R,S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester (330795-80-7) → (R)-5-(4-bromobenzyl)-3-(3,5-dichlorophenyl)-1,5-dimethylimidazolidine-2,4-dione

Guidance literature:

Multi-step reaction with 4 steps

1.1: 49.20 g / HBr / acetic acid / 20 h / 20 °C

2.1: 31.5 g / HCl gas / 70 °C

3.1: dimethylsulfoxide / 1 h / 20 °C

3.2: 98 percent / Na₂CO₃ / 1 h / 120 °C

4.1: NaHMDS / dimethylformamide; tetrahydrofuran / 0.25 h / 20 °C

4.2: 5.87 g / 2 h

With hydrogenchloride; hydrogen bromide; sodium hexamethyldisilazane; In tetrahydrofuran; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo0013913

upstream raw materials:

(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

1-bromomethyl-4-bromobenzene

Downstream raw materials:

(5R)-5-(4-bromobenzyl)-3-(3,5-dichlorophenyl)-5-methyl-1H-imidazole-2,4(3H,5H)-dione

(R)-2-amino-2-methyl-3-(4-bromophenyl)propionic acid ethyl ester