(S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

Base Information

Chemical Name:(S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
CAS No.:266327-67-7
Molecular Formula:C₂₄H₂₄FN₅O₅
Molecular Weight:481.483
Hs Code.:

Synonyms:(S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

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Chemical Property of (S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

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Technology Process of (S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

There total 11 articles about (S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]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: 97.0%

: 19810-31-2
Benzyloxyacetyl chloride

: 266327-66-6
N-{3-[4-(3-amino-pyrazol-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

: 266327-67-7
(S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

Guidance literature:: With triethylamine; In dichloromethane; for 4h;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 266327-67-7
(S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 43 percent / K₂CO₃ / acetonitrile / 48 h / 20 °C

2.1: 51 percent / NEt₃; (dimethylamino)pyridine / dimethylformamide

3.1: H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

4.1: NaHCO₃ / tetrahydrofuran / 0 - 20 °C

5.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

5.2: tetrahydrofuran / -78 - 20 °C

6.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

7.1: NaN₃ / dimethylformamide / 65 °C

8.1: triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

9.1: pyridine / CH₂Cl₂ / 20 °C

10.1: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 - 20 °C

11.1: 97 percent / NEt₃ / CH₂Cl₂ / 4 h

With pyridine; dmap; sodium azide; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Acylation / 3.1: Reduction / 4.1: Acylation / 5.1: Metallation / 5.2: Ring cleavage / 6.1: mesylation / 7.1: Substitution / 8.1: Reduction / 9.1: Acetylation / 10.1: acidolysis / 11.1: Acylation;
DOI:10.1021/jm990373e

Reference yield:

: 266327-62-2
3-fluoro-1-nitro-4-(1H-3-amino-pyrazol-1-yl)benzene

: 266327-67-7
(S)-N-[[3-[3-fluoro-4-(1H-3-benzyloxymethylacetylaminopyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 51 percent / NEt₃; (dimethylamino)pyridine / dimethylformamide

2.1: H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

3.1: NaHCO₃ / tetrahydrofuran / 0 - 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

4.2: tetrahydrofuran / -78 - 20 °C

5.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

6.1: NaN₃ / dimethylformamide / 65 °C

7.1: triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

8.1: pyridine / CH₂Cl₂ / 20 °C

9.1: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 - 20 °C

10.1: 97 percent / NEt₃ / CH₂Cl₂ / 4 h

With pyridine; dmap; sodium azide; water; hydrogen; sodium hydrogencarbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Ring cleavage / 5.1: mesylation / 6.1: Substitution / 7.1: Reduction / 8.1: Acetylation / 9.1: acidolysis / 10.1: Acylation;
DOI:10.1021/jm990373e