(S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione

Base Information

• Chemical Name: (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione
• CAS No.: 1032827-78-3
• Molecular Formula: C₁₈H₁₂BrFN₂O₄
• Molecular Weight: 419.207
• Mol file: 1032827-78-3.mol

Synonyms:(S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione

Chemical Property of (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione

There total 6 articles about (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione 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: 99.0%

methanesulfonic acid (5R)-3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl ester (856676-99-8) + potassium phtalimide (1074-82-4) → (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione (1032827-78-3)

Guidance literature:

In N,N-dimethyl-formamide; at 70 ℃; for 4h;

DOI:10.1016/j.bmcl.2017.10.018

Reference yield: 76.61%

2-((R)-3-(4-bromo-3-fluorophenylamino)-2-hydroxypropyl)isoindolin-1,3-dione (1032827-77-2) + 1,1'-carbonyldiimidazole (530-62-1) → (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione (1032827-78-3)

Guidance literature:

With dmap; In tetrahydrofuran; for 20h; Heating / reflux;

Reference yield:

(R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxylmethyl)oxazolidin-2-one (444335-16-4,1369530-77-7) → (S)-2-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione (1032827-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 4 h / 70 °C

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.10.018

upstream raw materials:

2-((R)-3-(4-bromo-3-fluorophenylamino)-2-hydroxypropyl)isoindolin-1,3-dione

1,1'-carbonyldiimidazole

methanesulfonic acid (5R)-3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl ester

potassium phtalimide

Downstream raw materials:

(S)-5-(aminomethyl)-3-(4-bromo-3-fluorophenyl)oxazolidin-2-one

(S)-N-((3-(4-(4-(1,4,5,6-tetrahydro-pyrimidin-2-yl)phenyl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

(S,Z)-N-((3-(4-(4-(N'-hydroxycarbamimidoyl)phenyl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

(S)-N-((3-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide