(5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

Base Information

Chemical Name:(5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one
CAS No.:371195-22-1
Molecular Formula:C₁₄H₁₄FN₃O₅S
Molecular Weight:355.347
Hs Code.:

Synonyms:(5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

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Chemical Property of (5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

Chemical Property:

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Technology Process of (5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

There total 4 articles about (5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-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:

: 124-63-0
methanesulfonyl chloride

: 196298-73-4
[3-[3-fluoro-4-(1H-imidazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

: 371195-22-1
(5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 371195-22-1
(5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / K₂CO₃ / dimethylsulfoxide / 18 h / 90 °C

2.1: H₂ / Pd/C / tetrahydrofuran / 18 h

3.1: 692 mg / NaHCO₃ / tetrahydrofuran / 48 h / -20 - 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

4.2: 48 percent / tetrahydrofuran / 24 h / -78 - 20 °C

5.1: NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

With hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Ring cleavage / 5.1: mesylation;
DOI:10.1021/jm990373e

Reference yield:

: 190200-19-2
3-fluoro-4-(1H-imidazol-1-yl)phenylamine

: 371195-22-1
(5R)-3-(4-Imidazol-1-yl-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 692 mg / NaHCO₃ / tetrahydrofuran / 48 h / -20 - 20 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 48 percent / tetrahydrofuran / 24 h / -78 - 20 °C

3.1: NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

With sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1.1: Acylation / 2.1: Metallation / 2.2: Ring cleavage / 3.1: mesylation;
DOI:10.1021/jm990373e