3-[2-(4-BROMOPHENYL)ACETYL]-(4S)-(PHENYLMETHYL)-2-OXAZOLIDINONE

Base Information

• Chemical Name: 3-[2-(4-BROMOPHENYL)ACETYL]-(4S)-(PHENYLMETHYL)-2-OXAZOLIDINONE
• CAS No.: 211315-47-8
• Molecular Formula: C₁₈H₁₆BrNO₃
• Molecular Weight: 374.234
• Mol file: 211315-47-8.mol

Synonyms:(R)-4-benzyl-3-(2-(4-bromophenyl)acetyl)oxazolidin-2-one

Chemical Property of 3-[2-(4-BROMOPHENYL)ACETYL]-(4S)-(PHENYLMETHYL)-2-OXAZOLIDINONE

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(4-BROMOPHENYL)ACETYL]-(4S)-(PHENYLMETHYL)-2-OXAZOLIDINONE

There total 5 articles about 3-[2-(4-BROMOPHENYL)ACETYL]-(4S)-(PHENYLMETHYL)-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: 83.0%

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + 2-(4-bromophenyl)-acetic acid (1878-68-8) → (R)-4-benzyl-3-(2-(4-bromophenyl)acetyl)oxazolidin-2-one (211315-47-8)

Guidance literature:

With pivaloyl chloride; triethylamine; In toluene; at 80 - 110 ℃;

Reference yield: 80.0%

2-(4-bromophenyl)acetyl chloride (37859-24-8) + (R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) → (R)-4-benzyl-3-(2-(4-bromophenyl)acetyl)oxazolidin-2-one (211315-47-8)

Guidance literature:

(R)-4-(phenylmethyl)-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

2-(4-bromophenyl)acetyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h;

DOI:10.1021/acs.jmedchem.6b00244

Reference yield:

2-(4-bromophenyl)-acetic acid (1878-68-8) → (R)-4-benzyl-3-(2-(4-bromophenyl)acetyl)oxazolidin-2-one (211315-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 25 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: -78 - 0 °C

With n-butyllithium; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(R)-4-(phenylmethyl)-2-oxazolidinone

2-(4-bromophenyl)-acetic acid

2-(4-bromophenyl)acetyl chloride

Downstream raw materials:

C₂₇H₂₄BrNO₄

C₂₇H₂₄BrNO₄

C₂₇H₂₄BrNO₄

C₂₇H₂₄BrNO₄