N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

Base Information

Chemical Name:N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide
CAS No.:1087352-62-2
Molecular Formula:C₁₉H₁₈FN₅O₃S
Molecular Weight:415.448
Hs Code.:

Synonyms:N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

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Chemical Property of N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

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Technology Process of N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

There total 9 articles about N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide 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: 42.0%

: 1087352-59-7
tert-butyl {3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-carbamate

: 108-24-7
acetic anhydride

: 1087352-62-2
N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

Guidance literature:: tert-butyl {3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-carbamate; With trifluoroacetic acid; In dichloromethane; for 1h;

acetic anhydride; With pyridine; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

: 324789-64-2
2-fluoro-4-(5-methanesulfonyloxymethyl-2-oxo-oxazolidin-3-yl)-benzoic acid tert-butyl ester

: 1087352-62-2
N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium azide / N,N-dimethyl-formamide / 4 h / 60 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

3.1: thionyl chloride / dichloromethane / 3 h / 60 °C

3.2: 2 h / 0 - 20 °C

4.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

4.2: 5 h / 90 °C / Heating / reflux

5.1: triethylamine / tetrahydrofuran; methanol / 0 - 20 °C

6.1: Lawessons reagent / 1,4-dioxane / 1 h / 60 °C

7.1: toluene / 2 h / 110 °C / Heating / reflux

8.1: potassium carbonate / acetonitrile / 4 h / 75 °C

9.1: trifluoroacetic acid / dichloromethane / 1 h

9.2: 1 h / 0 - 20 °C

With Lawessons reagent; thionyl chloride; sodium azide; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 324789-26-6
4-(5-azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamide

: 1087352-62-2
N-{3-[3-fluoro-4-(4-imidazol-1-ylmethyl-thiazol-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

1.2: 5 h / 90 °C / Heating / reflux

2.1: triethylamine / tetrahydrofuran; methanol / 0 - 20 °C

3.1: Lawessons reagent / 1,4-dioxane / 1 h / 60 °C

4.1: toluene / 2 h / 110 °C / Heating / reflux

5.1: potassium carbonate / acetonitrile / 4 h / 75 °C

6.1: trifluoroacetic acid / dichloromethane / 1 h

6.2: 1 h / 0 - 20 °C

With Lawessons reagent; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; acetonitrile;